(2S)-methyl 3-(4'-chloro-2'-(trifluoromethyl)biphenyl-4-yl)-2-(2-(6-methyl-2-oxoindolin-3-yl)acetamido)propanoate

ID: ALA5198097

PubChem CID: 168284819

Max Phase: Preclinical

Molecular Formula: C28H24ClF3N2O4

Molecular Weight: 544.96

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1ccc(-c2ccc(Cl)cc2C(F)(F)F)cc1)NC(=O)CC1C(=O)Nc2cc(C)ccc21

Standard InChI:  InChI=1S/C28H24ClF3N2O4/c1-15-3-9-20-21(26(36)34-23(20)11-15)14-25(35)33-24(27(37)38-2)12-16-4-6-17(7-5-16)19-10-8-18(29)13-22(19)28(30,31)32/h3-11,13,21,24H,12,14H2,1-2H3,(H,33,35)(H,34,36)/t21?,24-/m0/s1

Standard InChI Key:  NKCGDRHDYSINHI-FHZUCYEKSA-N

Molfile:  

 
     RDKit          2D

 38 41  0  0  0  0  0  0  0  0999 V2000
   32.8857   -3.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4752   -2.6345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4649   -4.0685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6377   -4.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2210   -4.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2313   -3.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6480   -2.6286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4041   -3.3366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6273   -5.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2067   -6.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6124   -6.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4404   -6.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8611   -6.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4489   -5.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8503   -7.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4286   -8.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8395   -9.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6676   -9.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0832   -8.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6742   -7.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0759   -9.8063    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.7129   -3.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1194   -4.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7753   -4.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3872   -5.3870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9375   -4.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1016   -4.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8846   -5.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5042   -4.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3356   -3.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5528   -3.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9645   -4.9951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2897   -4.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9976   -2.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6037   -8.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1863   -9.0692    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.8892   -7.9451    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.6037   -7.5326    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  3  4  1  0
  4  5  1  1
  4  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 12 15  1  0
 18 21  1  0
  1 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 27  1  0
 26 23  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 24 32  2  0
 29 33  1  0
  8 34  1  0
 16 35  1  0
 35 36  1  0
 35 37  1  0
 35 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5198097

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 544.96

Molecular Weight (Monoisotopic): 544.1377

AlogP: 5.66

#Rotatable Bonds: 7

Polar Surface Area: 84.50

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.56

CX Basic pKa: ┄

CX LogP: 5.65

CX LogD: 5.65

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.38

Np Likeness Score: -0.59

References

1. Bassi G, Favalli N, Pellegrino C, Onda Y, Scheuermann J, Cazzamalli S, Manz MG, Neri D..  (2021)  Specific Inhibitor of Placental Alkaline Phosphatase Isolated from a DNA-Encoded Chemical Library Targets Tumor of the Female Reproductive Tract.,  64  (21.0): [PMID:34709820] [10.1021/acs.jmedchem.1c01103]

Source

Source(1):

• Scientific Literature