((1S,2S,4R)-4-(8-tert-butyl-9H-purin-6-ylamino)-2-hydroxycyclopentyl)methyl sulfamate

ID: ALA3979516

PubChem CID: 59671418

Max Phase: Preclinical

Molecular Formula: C15H24N6O4S

Molecular Weight: 384.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1nc2c(N[C@@H]3C[C@@H](COS(N)(=O)=O)[C@@H](O)C3)ncnc2[nH]1

Standard InChI:  InChI=1S/C15H24N6O4S/c1-15(2,3)14-20-11-12(17-7-18-13(11)21-14)19-9-4-8(10(22)5-9)6-25-26(16,23)24/h7-10,22H,4-6H2,1-3H3,(H2,16,23,24)(H2,17,18,19,20,21)/t8-,9+,10-/m0/s1

Standard InChI Key:  AEJDFDWAZUHNDH-AEJSXWLSSA-N

Molfile:  

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   21.5109   -3.6501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5169   -5.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3341   -5.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.4895   -4.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0357   -5.7577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8824   -4.6154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4981   -4.9103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3660   -4.0690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   24.9320   -2.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0950   -1.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3878   -1.5312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7876   -2.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1241   -2.8200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9870   -1.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7285   -1.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4449   -2.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1921   -1.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  5  1  0
  5  6  1  0
  6  7  1  0
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  8  4  1  0
  8  9  1  6
  4 10  1  6
  9 11  1  0
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  2 12  1  0
  6 13  1  1
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
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 20 21  1  0
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 23 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3979516

   [(1S,2S,4R)-4-[(8-tert-butyl-7H-purin-6-yl)amino]-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: 384.46

Molecular Weight (Monoisotopic): 384.1580

AlogP: 0.42

#Rotatable Bonds: 5

Polar Surface Area: 156.11

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.06

CX Basic pKa: 3.92

CX LogP: 0.04

CX LogD: 0.04

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: -0.19

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