(1R,2R)-N-((S)-1-((2-Cyclopropylethyl)amino)-5-guanidino-1-oxopentan-2-yl)-2-((R)-((S)-1-((S)-1-(4-((3',4'-dichloro-[1,1'-biphenyl]-3-yl)amino)-4-oxobutanoyl)pyrrolidine-2-carbonyl)pyrrolidin-2-yl)(hydroxy)methyl)cyclopentanecarboxamide

ID: ALA5177721

Chembl Id: CHEMBL5177721

PubChem CID: 168272187

Max Phase: Preclinical

Molecular Formula: C43H58Cl2N8O6

Molecular Weight: 853.89

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@@H]1CCC[C@H]1[C@@H](O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)CCC(=O)Nc1cccc(-c2ccc(Cl)c(Cl)c2)c1)C(=O)NCCC1CC1

Standard InChI:  InChI=1S/C43H58Cl2N8O6/c44-32-16-15-28(25-33(32)45)27-6-1-7-29(24-27)50-37(54)17-18-38(55)52-22-5-12-36(52)42(59)53-23-4-11-35(53)39(56)30-8-2-9-31(30)40(57)51-34(10-3-20-49-43(46)47)41(58)48-21-19-26-13-14-26/h1,6-7,15-16,24-26,30-31,34-36,39,56H,2-5,8-14,17-23H2,(H,48,58)(H,50,54)(H,51,57)(H4,46,47,49)/t30-,31-,34+,35+,36+,39-/m1/s1

Standard InChI Key:  BEHVMMQDNQHWED-IKIDTFQCSA-N

Alternative Forms

1. Parent:

   

   ALA5177721

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 853.89

Molecular Weight (Monoisotopic): 852.3856

AlogP: 4.80

#Rotatable Bonds: 18

Polar Surface Area: 210.05

Molecular Species: BASE

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.70

CX Basic pKa: 11.89

CX LogP: 2.80

CX LogD: 0.70

Aromatic Rings: 2

Heavy Atoms: 59

QED Weighted: 0.06

Np Likeness Score: -0.57

References

1. Garsi JB, Komjáti B, Cullia G, Fejes I, Sipos M, Sipos Z, Fördős E, Markacz P, Balázs B, Lancelot N, Berger S, Raimbaud E, Brown D, Vuillard LM, Haberkorn L, Cukier C, Szlávik Z, Hanessian S..  (2022)  Targeting NOX2 via p47/phox-p22/phox Inhibition with Novel Triproline Mimetics.,  13  (6.0): [PMID:35707140] [10.1021/acsmedchemlett.2c00094]

Source

Source(1):

• Scientific Literature