(S)-2-(3-Amino-4-((S)-2-aminohexanamido)benzamido)-3-methylbutanoic Acid

ID: ALA3416724

Chembl Id: CHEMBL3416724

PubChem CID: 118734291

Max Phase: Preclinical

Molecular Formula: C18H28N4O4

Molecular Weight: 364.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H](N)C(=O)Nc1ccc(C(=O)N[C@H](C(=O)O)C(C)C)cc1N

Standard InChI:  InChI=1S/C18H28N4O4/c1-4-5-6-12(19)17(24)21-14-8-7-11(9-13(14)20)16(23)22-15(10(2)3)18(25)26/h7-10,12,15H,4-6,19-20H2,1-3H3,(H,21,24)(H,22,23)(H,25,26)/t12-,15-/m0/s1

Standard InChI Key:  JDDUXPOGNVSDKI-WFASDCNBSA-N

Alternative Forms

1. Parent:

   

   ALA3416724

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 364.45

Molecular Weight (Monoisotopic): 364.2111

AlogP: 1.56

#Rotatable Bonds: 9

Polar Surface Area: 147.54

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.54

CX Basic pKa: 8.28

CX LogP: -0.82

CX LogD: -0.87

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -0.42

References

1. Papakyriakou A, Zervoudi E, Tsoukalidou S, Mauvais FX, Sfyroera G, Mastellos DC, van Endert P, Theodorakis EA, Vourloumis D, Stratikos E..  (2015)  3,4-diaminobenzoic acid derivatives as inhibitors of the oxytocinase subfamily of M1 aminopeptidases with immune-regulating properties.,  58  (3): [PMID:25635706] [10.1021/jm501867s]

Source

Source(1):

• Scientific Literature