(S)-2-Amino-5-((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(3-carbamoylphenethyl)-amino)pentanoic acid

ID: ALA4067973

Chembl Id: CHEMBL4067973

PubChem CID: 134159782

Max Phase: Preclinical

Molecular Formula: C24H32N8O6

Molecular Weight: 528.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1cccc(CCN(CCC[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/C24H32N8O6/c25-15(24(36)37)5-2-7-31(8-6-13-3-1-4-14(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/h1,3-4,9,11-12,15-16,18-19,23,33-34H,2,5-8,10,25H2,(H2,27,35)(H,36,37)(H2,26,28,29)/t15-,16+,18+,19+,23+/m0/s1

Standard InChI Key:  HSCPXDPGPWYINM-NMNPZVDOSA-N

Alternative Forms

1. Parent:

   

   ALA4067973

   ---

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: 528.57

Molecular Weight (Monoisotopic): 528.2445

AlogP: -1.14

#Rotatable Bonds: 12

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: 1.66

CX Basic pKa: 9.52

CX LogP: -3.53

CX LogD: -4.45

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.16

Np Likeness Score: 0.27

References

1. Babault N, Allali-Hassani A, Li F, Fan J, Yue A, Ju K, Liu F, Vedadi M, Liu J, Jin J..  (2018)  Discovery of Bisubstrate Inhibitors of Nicotinamide N-Methyltransferase (NNMT).,  61  (4): [PMID:29320176] [10.1021/acs.jmedchem.7b01422]

2. 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]

3. 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]

Source

Source(1):

• Scientific Literature