US9346786, 123

ID: ALA3986148

PubChem CID: 58312651

Max Phase: Preclinical

Molecular Formula: C32H34ClFN4O5

Molecular Weight: 609.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(C(=O)Oc1ccc(F)cc1)[C@@H]1CN(C(=O)C2CCN(c3ccc(OC(C)=O)cn3)CC2)C[C@H]1c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C32H34ClFN4O5/c1-3-38(32(41)43-26-10-8-25(34)9-11-26)29-20-37(19-28(29)22-4-6-24(33)7-5-22)31(40)23-14-16-36(17-15-23)30-13-12-27(18-35-30)42-21(2)39/h4-13,18,23,28-29H,3,14-17,19-20H2,1-2H3/t28-,29+/m0/s1

Standard InChI Key:  WNEXBGVCKQUCJK-URLMMPGGSA-N

Molfile:  

     RDKit          2D

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  4  3  1  6
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  5  6  1  0
  6  7  1  0
  7  8  1  0
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  6 16  1  0
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 27 32  1  0
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 33 24  1  0
  3 34  1  0
 34 35  2  0
 34 36  1  0
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 37 38  2  0
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 42 43  2  0
 43 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3986148

   Acetic acid 4-{(3R,4S)-3-(4-chloro-phenyl)-4-[ethyl-(4-fluoro-phenoxycarbonyl)-amino]-pyrrolidine-1-carbonyl}-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-yl ester

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: 609.10

Molecular Weight (Monoisotopic): 608.2202

AlogP: 5.53

#Rotatable Bonds: 7

Polar Surface Area: 92.28

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.86

CX LogP: 4.97

CX LogD: 4.97

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.33

Np Likeness Score: -1.36

References

1.  (2016)  Pyrrolidine compounds, 

Source

Source(1):

• BindingDB Database