4-chloro-2-(2-(4-chloro-2-methylphenoxy)propanamido)benzoic acid

ID: ALA4540384

PubChem CID: 2950887

Product Number: L611464, Order Now?

Max Phase: Preclinical

Molecular Formula: C17H15Cl2NO4

Molecular Weight: 368.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Cl)ccc1OC(C)C(=O)Nc1cc(Cl)ccc1C(=O)O

Standard InChI:  InChI=1S/C17H15Cl2NO4/c1-9-7-11(18)4-6-15(9)24-10(2)16(21)20-14-8-12(19)3-5-13(14)17(22)23/h3-8,10H,1-2H3,(H,20,21)(H,22,23)

Standard InChI Key:  OSXUWZRUCZLQBD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   24.1470  -16.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1459  -16.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8539  -17.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5636  -16.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5607  -16.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8521  -15.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4378  -17.3815    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.8497  -14.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2669  -15.7391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9761  -16.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6823  -15.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9792  -16.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3915  -16.1397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6792  -14.9166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0977  -15.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8030  -16.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5086  -15.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5060  -14.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7918  -14.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0890  -14.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7858  -13.6845    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.8034  -16.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0962  -17.3649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5116  -17.3629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 11 13  1  0
 11 14  2  0
 13 15  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
 19 21  1  0
 22 23  1  0
 22 24  2  0
 16 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540384

   LBA

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: 368.22

Molecular Weight (Monoisotopic): 367.0378

AlogP: 4.41

#Rotatable Bonds: 5

Polar Surface Area: 75.63

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.55

CX Basic pKa: ┄

CX LogP: 5.33

CX LogD: 1.97

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.82

Np Likeness Score: -1.31

References

1. Delalande C, Awale M, Rubin M, Probst D, Ozhathil LC, Gertsch J, Abriel H, Reymond JL..  (2019)  Optimizing TRPM4 inhibitors in the MHFP6 chemical space.,  166  [PMID:30708257] [10.1016/j.ejmech.2019.01.048]

Source

Source(1):

• Scientific Literature