((1S,2S,4R)-2-hydroxy-4-(6-phenethylpyrimidin-4-ylamino)cyclopentyl)methyl sulfamate

ID: ALA3986184

PubChem CID: 59671343

Max Phase: Preclinical

Molecular Formula: C18H24N4O4S

Molecular Weight: 392.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)OC[C@@H]1C[C@@H](Nc2cc(CCc3ccccc3)ncn2)C[C@@H]1O

Standard InChI:  InChI=1S/C18H24N4O4S/c19-27(24,25)26-11-14-8-16(9-17(14)23)22-18-10-15(20-12-21-18)7-6-13-4-2-1-3-5-13/h1-5,10,12,14,16-17,23H,6-9,11H2,(H2,19,24,25)(H,20,21,22)/t14-,16+,17-/m0/s1

Standard InChI Key:  CLKAMYMBIRKTSG-UAGQMJEPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3986184

   [(1S,2S,4R)-2-hydroxy-4-[[6-(2-phenylethyl)pyrimidin-4-yl]amino]cyclopentyl]methyl sulfamate

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: 392.48

Molecular Weight (Monoisotopic): 392.1518

AlogP: 1.03

#Rotatable Bonds: 8

Polar Surface Area: 127.43

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.40

CX Basic pKa: 5.84

CX LogP: 0.87

CX LogD: 0.86

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.61

Np Likeness Score: -0.20

References

1.  (2008)  Heteroaryl compounds useful as inhibitors of E1 activating enzymes, 

2.  (2013)  Inhibitors of nedd8-activating enzyme, 

Source

Source(1):

• Patent Bioactivity Data