3-Phenyl-propynoic acid [4-(3-dimethylamino-pyrrolidin-1-yl)-phenyl]-amide

ID: ALA360996

Chembl Id: CHEMBL360996

PubChem CID: 44388280

Max Phase: Preclinical

Molecular Formula: C21H23N3O

Molecular Weight: 333.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C1CCN(c2ccc(NC(=O)C#Cc3ccccc3)cc2)C1

Standard InChI:  InChI=1S/C21H23N3O/c1-23(2)20-14-15-24(16-20)19-11-9-18(10-12-19)22-21(25)13-8-17-6-4-3-5-7-17/h3-7,9-12,20H,14-16H2,1-2H3,(H,22,25)

Standard InChI Key:  RGPASQKSEJIRKR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA360996

   3-Phenyl-propynoic acid [4-(3-dimethylamino-pyrrolidin-1-yl)-phenyl]-amide

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: 333.44

Molecular Weight (Monoisotopic): 333.1841

AlogP: 2.82

#Rotatable Bonds: 3

Polar Surface Area: 35.58

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.45

CX Basic pKa: 9.24

CX LogP: 3.66

CX LogD: 1.82

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.88

Np Likeness Score: -1.35

References

1. Huang CQ, Baker T, Schwarz D, Fan J, Heise CE, Zhang M, Goodfellow VS, Markison S, Gogas KR, Chen T, Wang XC, Zhu YF..  (2005)  1-(4-Amino-phenyl)-pyrrolidin-3-yl-amine and 6-(3-amino-pyrrolidin-1-yl)-pyridin-3-yl-amine derivatives as melanin-concentrating hormone receptor-1 antagonists.,  15  (16): [PMID:16005225] [10.1016/j.bmcl.2005.05.130]

2. Helal MA, Chittiboyina AG, Avery MA..  (2019)  Identification of a new small molecule chemotype of Melanin Concentrating Hormone Receptor-1 antagonists using pharmacophore-based virtual screening.,  29  (24): [PMID:31678007] [10.1016/j.bmcl.2019.126741]

Source

Source(1):

• Scientific Literature