3-[2,3-Dichloro-4-(5-{1-[2-((R)-2-guanidino-4-methyl-1-oxo-pentylamino)-acetyl]-piperidin-4-yl}-1-methyl-1H-pyrazol-3-yl)-phenoxymethyl]-benzoic acid

ID: ALA108123

Chembl Id: CHEMBL108123

PubChem CID: 11146800

Max Phase: Preclinical

Molecular Formula: C32H39Cl2N7O5

Molecular Weight: 672.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H](N=C(N)N)C(=O)NCC(=O)N1CCC(c2cc(-c3ccc(OCc4cccc(C(=O)O)c4)c(Cl)c3Cl)nn2C)CC1

Standard InChI:  InChI=1S/C32H39Cl2N7O5/c1-18(2)13-24(38-32(35)36)30(43)37-16-27(42)41-11-9-20(10-12-41)25-15-23(39-40(25)3)22-7-8-26(29(34)28(22)33)46-17-19-5-4-6-21(14-19)31(44)45/h4-8,14-15,18,20,24H,9-13,16-17H2,1-3H3,(H,37,43)(H,44,45)(H4,35,36,38)/t24-/m1/s1

Standard InChI Key:  DXXSRBULFHQCQV-XMMPIXPASA-N

Alternative Forms

1. Parent:

   

   ALA108123

   3-[2,3-Dichloro-4-(5-{1-[2-((R)-2-guanidino-4-methyl-1-oxo-pentylamino)-acetyl]-piperidin-4-yl}-1-methyl-1H-pyrazol-3-yl)-phenoxymethyl]-benzoic acid

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: 672.61

Molecular Weight (Monoisotopic): 671.2390

AlogP: 4.18

#Rotatable Bonds: 12

Polar Surface Area: 178.16

Molecular Species: ZWITTERION

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.02

CX Basic pKa: 10.60

CX LogP: 2.18

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.16

Np Likeness Score: -0.72

References

1. Raimundo BC, Oslob JD, Braisted AC, Hyde J, McDowell RS, Randal M, Waal ND, Wilkinson J, Yu CH, Arkin MR..  (2004)  Integrating fragment assembly and biophysical methods in the chemical advancement of small-molecule antagonists of IL-2: an approach for inhibiting protein-protein interactions.,  47  (12): [PMID:15163192] [10.1021/jm049967u]

Source

Source(1):

• Scientific Literature