(2S,4R)-4-{[(S)-2-Carboxy-2-(2,4,6-trimethyl-benzenesulfonylamino)-ethylcarbamoyl]-methoxy}-2-(pyrimidin-2-ylaminomethyl)-pyrrolidine-1-carboxylic acid benzyl ester

ID: ALA4550545

PubChem CID: 58916174

Max Phase: Preclinical

Molecular Formula: C31H38N6O8S

Molecular Weight: 654.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(S(=O)(=O)N[C@@H](CNC(=O)CO[C@@H]2C[C@@H](CNc3ncccn3)N(C(=O)OCc3ccccc3)C2)C(=O)O)c(C)c1

Standard InChI:  InChI=1S/C31H38N6O8S/c1-20-12-21(2)28(22(3)13-20)46(42,43)36-26(29(39)40)16-34-27(38)19-44-25-14-24(15-35-30-32-10-7-11-33-30)37(17-25)31(41)45-18-23-8-5-4-6-9-23/h4-13,24-26,36H,14-19H2,1-3H3,(H,34,38)(H,39,40)(H,32,33,35)/t24-,25+,26-/m0/s1

Standard InChI Key:  WITKOOSDPDRQHM-NXCFDTQHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4550545

   (2S)-3-[[2-[(3R,5S)-1-phenylmethoxycarbonyl-5-[(pyrimidin-2-ylamino)methyl]pyrrolidin-3-yl]oxyacetyl]amino]-2-[(2,4,6-trimethylphenyl)sulfonylamino]propanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 654.75

Molecular Weight (Monoisotopic): 654.2472

AlogP: 2.16

#Rotatable Bonds: 14

Polar Surface Area: 189.15

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.33

CX Basic pKa: 4.19

CX LogP: 1.86

CX LogD: -0.89

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.20

Np Likeness Score: -0.92

References

1.  (2013)  Compounds for the inhibition of angiogenesis and use thereof, 

Source

Source(1):

• Patent Bioactivity Data