(S)-3-((2S,3R)-2-((S)-2-aminohexanamido)-3-hydroxybutanamido)-4-((S)-3-(4-hydroxyphenyl)-1-(4-nitrophenylamino)-1-oxopropan-2-ylamino)-4-oxobutanoic acid

ID: ALA4549498

Chembl Id: CHEMBL4549498

PubChem CID: 155550771

Max Phase: Preclinical

Molecular Formula: C29H38N6O10

Molecular Weight: 630.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC[C@H](N)C(=O)N[C@H](C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)Nc1ccc([N+](=O)[O-])cc1)[C@@H](C)O

Standard InChI:  InChI=1S/C29H38N6O10/c1-3-4-5-21(30)26(40)34-25(16(2)36)29(43)33-23(15-24(38)39)28(42)32-22(14-17-6-12-20(37)13-7-17)27(41)31-18-8-10-19(11-9-18)35(44)45/h6-13,16,21-23,25,36-37H,3-5,14-15,30H2,1-2H3,(H,31,41)(H,32,42)(H,33,43)(H,34,40)(H,38,39)/t16-,21+,22+,23+,25+/m1/s1

Standard InChI Key:  DMJKKQRRKSCBIR-VHEHYOFYSA-N

Alternative Forms

1. Parent:

   

   ALA4549498

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 630.66

Molecular Weight (Monoisotopic): 630.2649

AlogP: 0.31

#Rotatable Bonds: 17

Polar Surface Area: 263.32

Molecular Species: ACID

HBA: 10

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.79

CX Basic pKa: 8.12

CX LogP: -1.59

CX LogD: -1.65

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.09

Np Likeness Score: -0.02

References

1. Li CY, Yap K, Swedberg JE, Craik DJ, de Veer SJ..  (2020)  Binding Loop Substitutions in the Cyclic Peptide SFTI-1 Generate Potent and Selective Chymase Inhibitors.,  63  (2): [PMID:31855419] [10.1021/acs.jmedchem.9b01811]

Source

Source(1):

• Scientific Literature