((1S,2S,4R)-2-hydroxy-4-(6-(isoindolin-2-yl)pyrimidin-4-yloxy)cyclopentyl)methyl sulfamate

ID: ALA3979308

PubChem CID: 59671200

Max Phase: Preclinical

Molecular Formula: C18H22N4O5S

Molecular Weight: 406.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)OC[C@@H]1C[C@@H](Oc2cc(N3Cc4ccccc4C3)ncn2)C[C@@H]1O

Standard InChI:  InChI=1S/C18H22N4O5S/c19-28(24,25)26-10-14-5-15(6-16(14)23)27-18-7-17(20-11-21-18)22-8-12-3-1-2-4-13(12)9-22/h1-4,7,11,14-16,23H,5-6,8-10H2,(H2,19,24,25)/t14-,15+,16-/m0/s1

Standard InChI Key:  GUKGTVMKUPBWOJ-XHSDSOJGSA-N

Molfile:  

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   17.7017   -9.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.5633   -8.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3805   -8.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6336   -9.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4300   -9.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.9204   -8.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3979308

   [(1S,2S,4R)-4-[6-(1,3-dihydroisoindol-2-yl)pyrimidin-4-yl]oxy-2-hydroxycyclopentyl]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: 406.46

Molecular Weight (Monoisotopic): 406.1311

AlogP: 0.74

#Rotatable Bonds: 6

Polar Surface Area: 127.87

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.40

CX Basic pKa: 5.44

CX LogP: 1.01

CX LogD: 1.01

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.72

Np Likeness Score: -0.36

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