ID: ALA5196219

Max Phase: Preclinical

Molecular Formula: C23H28BrN7O5

Molecular Weight: 562.43

Representations

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CN(C/C=C/c2ccc(Br)cc2)CC[C@H](N)C(=O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C23H28BrN7O5/c24-14-5-3-13(4-6-14)2-1-8-30(9-7-15(25)23(34)35)10-16-18(32)19(33)22(36-16)31-12-29-17-20(26)27-11-28-21(17)31/h1-6,11-12,15-16,18-19,22,32-33H,7-10,25H2,(H,34,35)(H2,26,27,28)/b2-1+/t15-,16+,18+,19+,22+/m0/s1

Standard InChI Key:  JYACIUPFNMXCKW-SUIOFXLQSA-N

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

Properties

Molecular Weight: 562.43

Molecular Weight (Monoisotopic): 561.1335

AlogP: 0.61

#Rotatable Bonds: 10

Polar Surface Area: 185.87

Molecular Species: ZWITTERION

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.89

CX Basic pKa: 9.19

CX LogP: -1.63

CX LogD: -1.63

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.23

Np Likeness Score: 0.50

References

1. Gao Y, van Haren MJ, Buijs N, Innocenti P, Zhang Y, Sartini D, Campagna R, Emanuelli M, Parsons RB, Jespers W, Gutiérrez-de-Terán H, van Westen GJP, Martin NI..  (2021)  Potent Inhibition of Nicotinamide N-Methyltransferase by Alkene-Linked Bisubstrate Mimics Bearing Electron Deficient Aromatics.,  64  (17.0): [PMID:34424711] [10.1021/acs.jmedchem.1c01094]

Source

Source(1):

• Scientific Literature