(S)-4-((S)-2-amino-5-guanidinopentanamido)-5-((2S,3R)-3-hydroxy-1-((S)-3-(4-hydroxyphenyl)-1-(4-nitrophenylamino)-1-oxopropan-2-ylamino)-1-oxobutan-2-ylamino)-5-oxopentanoic acid

ID: ALA4583320

Chembl Id: CHEMBL4583320

PubChem CID: 155566300

Max Phase: Preclinical

Molecular Formula: C30H41N9O10

Molecular Weight: 687.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](N)CCCNC(=N)N)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)Nc1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C30H41N9O10/c1-16(40)25(38-27(45)22(12-13-24(42)43)36-26(44)21(31)3-2-14-34-30(32)33)29(47)37-23(15-17-4-10-20(41)11-5-17)28(46)35-18-6-8-19(9-7-18)39(48)49/h4-11,16,21-23,25,40-41H,2-3,12-15,31H2,1H3,(H,35,46)(H,36,44)(H,37,47)(H,38,45)(H,42,43)(H4,32,33,34)/t16-,21+,22+,23+,25+/m1/s1

Standard InChI Key:  SLGYOGPTMKBFRZ-VHEHYOFYSA-N

Alternative Forms

1. Parent:

   

   ALA4583320

   ---

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: 687.71

Molecular Weight (Monoisotopic): 687.2976

AlogP: -1.23

#Rotatable Bonds: 19

Polar Surface Area: 325.22

Molecular Species: ZWITTERION

HBA: 11

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.16

CX Basic pKa: 12.20

CX LogP: -3.14

CX LogD: -3.52

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.03

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