(2S)-N-[(1S)-1-(2-Cyclopropylethylcarbamoyl)-4-guanidino-butyl]-1-[(2S)-1-[(2S)-1-[4-[3-(3,4-dichlorophenyl)anilino]-4-oxo-butanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxamide

ID: ALA5197024

Chembl Id: CHEMBL5197024

PubChem CID: 168286363

Max Phase: Preclinical

Molecular Formula: C42H55Cl2N9O6

Molecular Weight: 852.86

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@@H]1CCCN1C(=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/C42H55Cl2N9O6/c43-30-15-14-28(25-31(30)44)27-6-1-7-29(24-27)49-36(54)16-17-37(55)51-21-4-10-34(51)40(58)53-23-5-11-35(53)41(59)52-22-3-9-33(52)39(57)50-32(8-2-19-48-42(45)46)38(56)47-20-18-26-12-13-26/h1,6-7,14-15,24-26,32-35H,2-5,8-13,16-23H2,(H,47,56)(H,49,54)(H,50,57)(H4,45,46,48)/t32-,33-,34-,35-/m0/s1

Standard InChI Key:  JXOUXWWKTWFKCQ-BBACVFHCSA-N

Alternative Forms

1. Parent:

   

   ALA5197024

   ---

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: 852.86

Molecular Weight (Monoisotopic): 851.3652

AlogP: 4.02

#Rotatable Bonds: 17

Polar Surface Area: 210.13

Molecular Species: BASE

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.45

CX Basic pKa: 11.85

CX LogP: 1.89

CX LogD: -0.20

Aromatic Rings: 2

Heavy Atoms: 59

QED Weighted: 0.08

Np Likeness Score: -0.82

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