(S)-Methyl 2-(3-Amino-4-((S)-2-amino-5-guanidinopentanamido)benzamido)-3-(4-hydroxyphenyl)-propanoate

ID: ALA3416729

Chembl Id: CHEMBL3416729

PubChem CID: 118734296

Max Phase: Preclinical

Molecular Formula: C23H31N7O5

Molecular Weight: 485.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)c1ccc(NC(=O)[C@@H](N)CCCNC(=N)N)c(N)c1

Standard InChI:  InChI=1S/C23H31N7O5/c1-35-22(34)19(11-13-4-7-15(31)8-5-13)30-20(32)14-6-9-18(17(25)12-14)29-21(33)16(24)3-2-10-28-23(26)27/h4-9,12,16,19,31H,2-3,10-11,24-25H2,1H3,(H,29,33)(H,30,32)(H4,26,27,28)/t16-,19-/m0/s1

Standard InChI Key:  RQXULMRCYOSEPW-LPHOPBHVSA-N

Alternative Forms

1. Parent:

   

   ALA3416729

   ---

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: 485.55

Molecular Weight (Monoisotopic): 485.2387

AlogP: 0.02

#Rotatable Bonds: 11

Polar Surface Area: 218.67

Molecular Species: BASE

HBA: 8

HBD: 8

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.50

CX Basic pKa: 11.98

CX LogP: -0.67

CX LogD: -3.02

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.07

Np Likeness Score: -0.07

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