ID: ALA4520769

Max Phase: Preclinical

Molecular Formula: C22H28N8O6

Molecular Weight: 500.52

Molecule Type: Unknown

Representations

Canonical SMILES:  NC(=O)c1cccc(CN(CC[C@H](N)C(=O)O)C[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)c1

Standard InChI:  InChI=1S/C22H28N8O6/c23-13(22(34)35)4-5-29(7-11-2-1-3-12(6-11)19(25)33)8-14-16(31)17(32)21(36-14)30-10-28-15-18(24)26-9-27-20(15)30/h1-3,6,9-10,13-14,16-17,21,31-32H,4-5,7-8,23H2,(H2,25,33)(H,34,35)(H2,24,26,27)/t13-,14+,16+,17+,21+/m0/s1

Standard InChI Key:  MEMKBIDVNKYNQW-QMBVYZDCSA-N

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

Properties

Molecular Weight: 500.52

Molecular Weight (Monoisotopic): 500.2132

AlogP: -1.57

#Rotatable Bonds: 10

Polar Surface Area: 228.96

Molecular Species: ZWITTERION

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.80

CX Basic pKa: 9.19

CX LogP: -4.15

CX LogD: -4.14

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.19

Np Likeness Score: 0.08

References

1. Gao Y, van Haren MJ, Moret EE, Rood JJM, Sartini D, Salvucci A, Emanuelli M, Craveur P, Babault N, Jin J, Martin NI..  (2019)  Bisubstrate Inhibitors of Nicotinamide N-Methyltransferase (NNMT) with Enhanced Activity.,  62  (14): [PMID:31265285] [10.1021/acs.jmedchem.9b00413]

2. Policarpo RL, Decultot L, May E, Kuzmič P, Carlson S, Huang D, Chu V, Wright BA, Dhakshinamoorthy S, Kannt A, Rani S, Dittakavi S, Panarese JD, Gaudet R, Shair MD..  (2019)  High-Affinity Alkynyl Bisubstrate Inhibitors of Nicotinamide N-Methyltransferase (NNMT).,  62  (21): [PMID:31589440] [10.1021/acs.jmedchem.9b01238]

3. 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]

4. Iyamu ID, Huang R..  (2021)  Mechanisms and inhibitors of nicotinamide N-methyltransferase.,  12  (8.0): [PMID:34458733] [10.1039/D1MD00016K]

Source

Source(1):

• Scientific Literature