Apalcillin (CED0018761)

Record Information

Version

1.0

Creation Date

2016-06-03 11:28:58 UTC

Update Date

2026-04-15 16:59:28 UTC

SynCED ID

CED0018761

Secondary Accession Numbers

CHEM043956

Identification

Common Name

Apalcillin

Class

Small Molecule

Description

Apalcillin is an organic compound with the chemical formula C25H23N5O6S. Apalcillin belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 521.55 g/mol, Apalcillin is a heavy molecule. It is identified as an antibiotic and is found in or released from two recorded sources: indoor air (air, dust & atmospheric transport) and healthcare, pharmaceuticals & veterinary products. Recorded exposure routes for this compound include inhalation and oral administration.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S,5R)-3,3-Dimethyl-7-oxo-6-{[(2R)-2-{[(4-oxo-1,4-dihydro-1,5-naphthyridin-3-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate	Generator

Chemical Formula

C₂₅H₂₃N₅O₆S

Average Molecular Mass

521.550 g/mol

Monoisotopic Mass

521.137 g/mol

CAS Registry Number

63469-19-2

IUPAC Name

(2S,5R)-6-{[(2R)-1-hydroxy-2-{[hydroxy(4-oxo-1,4-dihydro-1,5-naphthyridin-3-yl)methylidene]amino}-2-phenylethylidene]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Traditional Name

(2S,5R)-6-{[(2R)-1-hydroxy-2-{[hydroxy(4-oxo-1H-1,5-naphthyridin-3-yl)methylidene]amino}-2-phenylethylidene]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

SMILES

[H][C@](N=C(O)C1=CNC2=C(N=CC=C2)C1=O)(C(O)=NC1([H])C(=O)N2[C@]1([H])SC(C)(C)[C@]2([H])C(O)=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C25H23N5O6S/c1-25(2)19(24(35)36)30-22(34)17(23(30)37-25)29-21(33)15(12-7-4-3-5-8-12)28-20(32)13-11-27-14-9-6-10-26-16(14)18(13)31/h3-11,15,17,19,23H,1-2H3,(H,27,31)(H,28,32)(H,29,33)(H,35,36)/t15-,17?,19+,23-/m1/s1

InChI Key

XMQVYNAURODYCQ-YSDJCIHPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Penicillin
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Diazanaphthalene
Phenylacetamide
Naphthyridine
Alpha-amino acid or derivatives
N-substituted-alpha-amino acid
Pyridine carboxylic acid or derivatives
Penam
Benzenoid
Pyridine
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous amide
Thiazolidine
Tertiary carboxylic acid amide
Beta-lactam
Secondary carboxylic acid amide
Lactam
Carboxamide group
Azetidine
Azacycle
Organoheterocyclic compound
Dialkylthioether
Hemithioaminal
Thioether
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.041 g/L	ALOGPS
logP	1.79	ALOGPS
logP	1.99	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	3.05	ChemAxon
pKa (Strongest Basic)	2.41	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	164.78 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	133.93 m³·mol⁻¹	ChemAxon
Polarizability	52.17 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-2955060000-f0b5b7ea9df1e6917d2d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03k9-2940000000-12ed7ebbce20a50684e3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05di-5930000000-31705bd86a4ac176d9fd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0009100000-049ce78a5d036c55ecda	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002b-0907200000-c3349781ddaa7a6164ff	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-4901000000-2798449d20530e1dc3b5	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000019	Indoor air?Indoor air can be a significant reservoir for synthetic chemical contaminants, which often originate from various sources within enclosed environments.	Air, dust & atmospheric transport	Not Available
CEDs000306	Antibiotics?Antibiotics are synthetic or semi-synthetic compounds used to treat bacterial infections in humans and animals.	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Beta-lactamase	P00811	Escherichia coli (strain K12)	Predicted (SEA)	Prediction Confidence Score 0.236 Applicability Domain 0.338 Statistical Significance 0.0019 Supporting Reference Compounds 35 E-value 15.1027
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	Prediction Confidence Score 0.23 Applicability Domain 0.346 Statistical Significance 0.27 Supporting Reference Compounds 425 E-value 2102.32
Click to view 3D structure	Beta-lactamase ACC-4	A4ZYU9	Escherichia coli	Predicted (SEA)	Prediction Confidence Score 0.225 Applicability Domain 0.319 Statistical Significance 2.20e-04 Supporting Reference Compounds 2 E-value 1.71268
Click to view 3D structure	Cannabinoid receptor 1	P21554	Humans	Predicted (SEA)	Prediction Confidence Score 0.216 Applicability Domain 0.245 Low confidence Statistical Significance 0.3498 Supporting Reference Compounds 200 E-value 2722.93
Click to view 3D structure	Fatty-acid amide hydrolase 1	P97612	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.214 Applicability Domain 0.245 Low confidence Statistical Significance 0.2025 Supporting Reference Compounds 102 E-value 1576.76
Click to view 3D structure	MAP/microtubule affinity-regulating kinase 3	P27448	Humans	Predicted (SEA)	Prediction Confidence Score 0.214 Applicability Domain 0.235 Low confidence Statistical Significance 0.6496 Supporting Reference Compounds 627 E-value 5057.01
Click to view 3D structure	Fatty-acid amide hydrolase 1	O00519	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.245 Low confidence Statistical Significance 0.28 Supporting Reference Compounds 106 E-value 2180.01
Click to view 3D structure	High affinity nerve growth factor receptor	P04629	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.7241 Supporting Reference Compounds 869 E-value 5637.14
Click to view 3D structure	Glycogen synthase kinase-3 beta	P49841	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.7768 Supporting Reference Compounds 1157 E-value 6047.09
Click to view 3D structure	Hepatocyte growth factor receptor	P08581	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.7264 Supporting Reference Compounds 934 E-value 5655.36
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.7998 Supporting Reference Compounds 1660 E-value 6226.46
Click to view 3D structure	Rho-associated protein kinase 2	O75116	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.7121 Supporting Reference Compounds 811 E-value 5543.88
Click to view 3D structure	Serine/threonine-protein kinase Chk1	O14757	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.7096 Supporting Reference Compounds 807 E-value 5524.49
Click to view 3D structure	Insulin receptor	P06213	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.7021 Supporting Reference Compounds 772 E-value 5465.95
Click to view 3D structure	Rho-associated protein kinase 1	Q13464	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.7127 Supporting Reference Compounds 834 E-value 5548.7
Click to view 3D structure	Epidermal growth factor receptor	P00533	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.7868 Supporting Reference Compounds 1301 E-value 6125.57
Click to view 3D structure	Aurora kinase B	Q96GD4	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.7384 Supporting Reference Compounds 1017 E-value 5748.62
Click to view 3D structure	Serine/threonine-protein kinase PLK1	P53350	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.6741 Supporting Reference Compounds 705 E-value 5248.05
Click to view 3D structure	Casein kinase I isoform delta	P48730	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.6511 Supporting Reference Compounds 637 E-value 5069.15
Click to view 3D structure	Proto-oncogene tyrosine-protein kinase Src	P12931	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.7536 Supporting Reference Compounds 1158 E-value 5866.72
Click to view 3D structure	MAP kinase-activated protein kinase 2	P49137	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.6721 Supporting Reference Compounds 679 E-value 5232.32
Click to view 3D structure	Protein kinase C zeta type	Q05513	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.601 Supporting Reference Compounds 508 E-value 4679.05
Click to view 3D structure	Interleukin-1 receptor-associated kinase 4	Q9NWZ3	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.6666 Supporting Reference Compounds 682 E-value 5189.74
Click to view 3D structure	Cell division cycle 7-related protein kinase	O00311	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.5339 Supporting Reference Compounds 407 E-value 4156.06
Click to view 3D structure	Protein kinase C delta type	Q05655	Humans	Predicted (SEA)	Prediction Confidence Score 0.213 Applicability Domain 0.235 Low confidence Statistical Significance 0.6624 Supporting Reference Compounds 681 E-value 5157.12