(S)-2-Amino-4-((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(3-(3-carbamoylphenyl)prop-2-yn-1-yl)amino)butanoic Acid

ID: ALA4445337

Chembl Id: CHEMBL4445337

PubChem CID: 155517779

Max Phase: Preclinical

Molecular Formula: C24H28N8O6

Molecular Weight: 524.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1cccc(C#CCN(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/C24H28N8O6/c25-15(24(36)37)6-8-31(7-2-4-13-3-1-5-14(9-13)21(27)35)10-16-18(33)19(34)23(38-16)32-12-30-17-20(26)28-11-29-22(17)32/h1,3,5,9,11-12,15-16,18-19,23,33-34H,6-8,10,25H2,(H2,27,35)(H,36,37)(H2,26,28,29)/t15-,16+,18+,19+,23+/m0/s1

Standard InChI Key:  BWPXKNJHQXYKGO-NMNPZVDOSA-N

Alternative Forms

1. Parent:

   

   ALA4445337

   ---

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: 524.54

Molecular Weight (Monoisotopic): 524.2132

AlogP: -1.72

#Rotatable Bonds: 9

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: 1.52

CX Basic pKa: 9.19

CX LogP: -3.67

CX LogD: -3.66

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.17

Np Likeness Score: 0.16

References

1. Chen D, Li L, Diaz K, Iyamu ID, Yadav R, Noinaj N, Huang R..  (2019)  Novel Propargyl-Linked Bisubstrate Analogues as Tight-Binding Inhibitors for Nicotinamide N-Methyltransferase.,  62  (23): [PMID:31724854] [10.1021/acs.jmedchem.9b01255]

2. 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