US9150544, 62

ID: ALA3985466

PubChem CID: 71626339

Max Phase: Preclinical

Molecular Formula: C23H25ClN6O5S

Molecular Weight: 533.01

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(S(=O)(=O)N[C@H]2CCN([C@H](Cc3cc4ccnc(N)c4cc3Cl)C(=O)O)C2=O)cn1

Standard InChI:  InChI=1S/C23H25ClN6O5S/c1-29(2)20-4-3-15(12-27-20)36(34,35)28-18-6-8-30(22(18)31)19(23(32)33)10-14-9-13-5-7-26-21(25)16(13)11-17(14)24/h3-5,7,9,11-12,18-19,28H,6,8,10H2,1-2H3,(H2,25,26)(H,32,33)/t18-,19+/m0/s1

Standard InChI Key:  ORPCYBIXIFWZDJ-RBUKOAKNSA-N

Molfile:  

     RDKit          2D

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   -2.5981    3.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6373    0.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -2.7000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 29 30  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3985466

   (2R)-3-(1-amino-7-chloroisoquinolin-6-yl)-2-[(3S)-3-[[6-(dimethylamino)pyridin-3-yl]sulfonylamino]-2-oxopyrrolidin-1-yl]propanoic acid

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: 533.01

Molecular Weight (Monoisotopic): 532.1296

AlogP: 1.51

#Rotatable Bonds: 8

Polar Surface Area: 158.82

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.02

CX Basic pKa: 6.15

CX LogP: -0.37

CX LogD: -1.51

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.39

Np Likeness Score: -1.02

References

1.  (2015)  Sulphonylaminopyrrolidinone derivatives, their preparation and their therapeutic application, 

Source

Source(1):

• BindingDB Database