(S)-Methyl 6-Amino-2-(3-amino-4-((S)-2-amino-3-(4-hydroxyphenyl)propanamido)benzamido)hexanoate

ID: ALA3416718

Chembl Id: CHEMBL3416718

PubChem CID: 118734285

Max Phase: Preclinical

Molecular Formula: C23H31N5O5

Molecular Weight: 457.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](CCCCN)NC(=O)c1ccc(NC(=O)[C@@H](N)Cc2ccc(O)cc2)c(N)c1

Standard InChI:  InChI=1S/C23H31N5O5/c1-33-23(32)20(4-2-3-11-24)28-21(30)15-7-10-19(17(25)13-15)27-22(31)18(26)12-14-5-8-16(29)9-6-14/h5-10,13,18,20,29H,2-4,11-12,24-26H2,1H3,(H,27,31)(H,28,30)/t18-,20-/m0/s1

Standard InChI Key:  CDXWFSXTZJQYJL-ICSRJNTNSA-N

Alternative Forms

1. Parent:

   

   ALA3416718

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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: 457.53

Molecular Weight (Monoisotopic): 457.2325

AlogP: 0.88

#Rotatable Bonds: 11

Polar Surface Area: 182.79

Molecular Species: BASE

HBA: 8

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.44

CX Basic pKa: 10.29

CX LogP: -0.33

CX LogD: -2.68

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.16

Np Likeness Score: -0.04

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