((2R,3S,4R,5R)-5-(4-amino-5-((2-ethoxy-6-fluorophenyl)ethynyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl sulfamate

ID: ALA5181979

Chembl Id: CHEMBL5181979

PubChem CID: 168277972

Max Phase: Preclinical

Molecular Formula: C21H22FN5O7S

Molecular Weight: 507.50

Names and Identifiers

Canonical SMILES:  CCOc1cccc(F)c1C#Cc1cn([C@@H]2O[C@H](COS(N)(=O)=O)[C@@H](O)[C@H]2O)c2ncnc(N)c12

Standard InChI:  InChI=1S/C21H22FN5O7S/c1-2-32-14-5-3-4-13(22)12(14)7-6-11-8-27(20-16(11)19(23)25-10-26-20)21-18(29)17(28)15(34-21)9-33-35(24,30)31/h3-5,8,10,15,17-18,21,28-29H,2,9H2,1H3,(H2,23,25,26)(H2,24,30,31)/t15-,17-,18-,21-/m1/s1

Standard InChI Key:  FNWJTKORFPPIAM-QTQZEZTPSA-N

Alternative Forms

1. Parent:

   

   ALA5181979

   ---

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

Calculated Properties

Molecular Weight: 507.50

Molecular Weight (Monoisotopic): 507.1224

AlogP: -0.21

#Rotatable Bonds: 6

Polar Surface Area: 185.04

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.30

CX Basic pKa: 4.92

CX LogP: 0.66

CX LogD: 0.66

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.33

Np Likeness Score: -0.12

References

1. Xiong C, Zhou L, Tan J, Song S, Bao X, Zhang N, Ding H, Zhao J, He JX, Miao ZH, Zhang A..  (2021)  Development of Potent NEDD8-Activating Enzyme Inhibitors Bearing a Pyrimidotriazole Scaffold.,  64  (9.0): [PMID:33857374] [10.1021/acs.jmedchem.1c00242]

Source

Source(1):

• Scientific Literature