((1S,2S,4R)-4-(6-((S)-2,3-dihydro-1H-inden-1-ylamino)pyrimidin-4-yloxy)-2-hydroxycyclopentyl)methyl sulfamate

ID: ALA3987094

PubChem CID: 59671241

Max Phase: Preclinical

Molecular Formula: C19H24N4O5S

Molecular Weight: 420.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)OC[C@@H]1C[C@@H](Oc2cc(N[C@H]3CCc4ccccc43)ncn2)C[C@@H]1O

Standard InChI:  InChI=1S/C19H24N4O5S/c20-29(25,26)27-10-13-7-14(8-17(13)24)28-19-9-18(21-11-22-19)23-16-6-5-12-3-1-2-4-15(12)16/h1-4,9,11,13-14,16-17,24H,5-8,10H2,(H2,20,25,26)(H,21,22,23)/t13-,14+,16-,17-/m0/s1

Standard InChI Key:  XATDVZGJZHZOEF-FSDCSDTHSA-N

Molfile:  

     RDKit          2D

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    1.7499  -24.8212    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1584  -24.1088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1725  -25.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9938  -25.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2471  -24.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5852  -24.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9214  -24.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6910  -26.2217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5338  -25.0770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1461  -25.3712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0290  -24.5258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1998  -23.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9756  -23.4785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1476  -22.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5436  -22.1324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5896  -23.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1599  -21.8312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3339  -21.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0804  -20.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9991  -19.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7885  -20.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2014  -19.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8006  -19.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9870  -19.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5760  -19.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792  -20.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
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  6  7  1  0
  7  8  1  0
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  2 12  1  0
  6 13  1  1
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 14 18  1  0
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 17 19  1  0
 18 19  2  0
 19 20  1  0
 21 20  1  6
 21 22  1  0
 22 23  1  0
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 24 21  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3987094

   [(1S,2S,4R)-4-[6-[[(1S)-2,3-dihydro-1H-inden-1-yl]amino]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: 420.49

Molecular Weight (Monoisotopic): 420.1467

AlogP: 1.31

#Rotatable Bonds: 7

Polar Surface Area: 136.66

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.40

CX Basic pKa: 5.57

CX LogP: 1.17

CX LogD: 1.16

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -0.14

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