(3S)-3-(3-(3,5-Dimethyl-1H-pyrazol-1-yl)phenyl)-4-((1S,3R)-1-ethyl-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1-ium-1-yl)butanoate

ID: ALA4516070

Chembl Id: CHEMBL4516070

PubChem CID: 155540115

Max Phase: Preclinical

Molecular Formula: C31H41N5O2

Molecular Weight: 515.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[N@+]1(C[C@@H](CC(=O)[O-])c2cccc(-n3nc(C)cc3C)c2)CC[C@@H](CCc2ccc3c(n2)NCCC3)C1

Standard InChI:  InChI=1S/C31H41N5O2/c1-4-36(16-14-24(20-36)10-12-28-13-11-25-8-6-15-32-31(25)33-28)21-27(19-30(37)38)26-7-5-9-29(18-26)35-23(3)17-22(2)34-35/h5,7,9,11,13,17-18,24,27H,4,6,8,10,12,14-16,19-21H2,1-3H3,(H-,32,33,37,38)/t24-,27-,36+/m1/s1

Standard InChI Key:  ZHDLQWCRZPIIAQ-YXOCPYSXSA-N

Alternative Forms

1. Parent:

   

   ALA4516070

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 515.70

Molecular Weight (Monoisotopic): 515.3260

AlogP: 3.96

#Rotatable Bonds: 10

Polar Surface Area: 82.87

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.32

CX Basic pKa: 7.51

CX LogP: -0.32

CX LogD: 0.72

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.41

Np Likeness Score: -0.73

References

1. Barrett TN, Taylor JA, Barker D, Procopiou PA, Thompson JDF, Barrett J, Le J, Lynn SM, Pogany P, Pratley C, Pritchard JM, Roper JA, Rowedder JE, Slack RJ, Vitulli G, Macdonald SJF, Kerr WJ..  (2019)  Profile of a Highly Selective Quaternized Pyrrolidine Betaine α_vβ₆ Integrin Inhibitor-(3S)-3-(3-(3,5-Dimethyl-1H-pyrazol-1-yl)phenyl)-4-((1S and 1R,3R)-1-methyl-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1-ium-1-yl)butanoate Synthesized by Stereoselective Methylation.,  62  (16): [PMID:31381331] [10.1021/acs.jmedchem.9b00819]

Source

Source(1):

• Scientific Literature