(R)-1-(2-(4-(4-Acetylphenyl)piperazin-1-yl)-2-oxoethyl)-N-(3-chloro-4-hydroxyphenyl)pyrrolidine-3-carboxamide

ID: ALA3356117

Chembl Id: CHEMBL3356117

Cas Number: 947605-77-8

PubChem CID: 58985201

Max Phase: Preclinical

Molecular Formula: C25H29ClN4O4

Molecular Weight: 484.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(N2CCN(C(=O)CN3CC[C@@H](C(=O)Nc4ccc(O)c(Cl)c4)C3)CC2)cc1

Standard InChI:  InChI=1S/C25H29ClN4O4/c1-17(31)18-2-5-21(6-3-18)29-10-12-30(13-11-29)24(33)16-28-9-8-19(15-28)25(34)27-20-4-7-23(32)22(26)14-20/h2-7,14,19,32H,8-13,15-16H2,1H3,(H,27,34)/t19-/m1/s1

Standard InChI Key:  YPNCCYRKEHPJMN-LJQANCHMSA-N

Alternative Forms

1. Parent:

   

   ALA3356117

   (3r)-1-{2-[4-(4-Acetylphenyl)piperazin-1-Yl]-2-Oxoethyl}-N-(3-Chloro-4-Hydroxyphenyl)pyrrolidine-3-Carboxamide

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: 484.98

Molecular Weight (Monoisotopic): 484.1877

AlogP: 2.86

#Rotatable Bonds: 6

Polar Surface Area: 93.19

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.92

CX Basic pKa: 7.60

CX LogP: 1.56

CX LogD: 1.42

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.48

Np Likeness Score: -1.84

References

1. Deng Y, Shipps GW, Cooper A, English JM, Annis DA, Carr D, Nan Y, Wang T, Zhu HY, Chuang CC, Dayananth P, Hruza AW, Xiao L, Jin W, Kirschmeier P, Windsor WT, Samatar AA..  (2014)  Discovery of novel, dual mechanism ERK inhibitors by affinity selection screening of an inactive kinase.,  57  (21): [PMID:25313996] [10.1021/jm500847m]

Source

Source(1):

• Scientific Literature