rac-4-(4-(pyrrolidin-3-yl)phenyl)-7-(4-(trifluoromethyl)phenyl)-2-naphthoic acid

ID: ALA5094130

PubChem CID: 164585339

Max Phase: Preclinical

Molecular Formula: C28H22F3NO2

Molecular Weight: 461.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(-c2ccc(C3CCNC3)cc2)c2ccc(-c3ccc(C(F)(F)F)cc3)cc2c1

Standard InChI:  InChI=1S/C28H22F3NO2/c29-28(30,31)24-8-5-17(6-9-24)20-7-10-25-22(13-20)14-23(27(33)34)15-26(25)19-3-1-18(2-4-19)21-11-12-32-16-21/h1-10,13-15,21,32H,11-12,16H2,(H,33,34)

Standard InChI Key:  ZBMZKRBRULTTHZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.5768   -4.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2896   -4.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2878   -3.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.8484   -3.7213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   21.0187   -2.5085    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.0144   -1.6839    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.7159   -5.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.7180   -7.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4319   -7.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4270   -6.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.0590   -8.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3158   -9.5254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1386   -9.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3899   -8.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 28  1  0
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  7 24  1  0
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 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5094130

   ---

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: 461.48

Molecular Weight (Monoisotopic): 461.1603

AlogP: 6.97

#Rotatable Bonds: 4

Polar Surface Area: 49.33

Molecular Species: ZWITTERION

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.91

CX Basic pKa: 10.97

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.35

Np Likeness Score: -0.18

References

1. Wen Z, Salmaso V, Jung YH, Phung NB, Gopinatth V, Shah Q, Patterson AT, Randle JCR, Chen Z, Salvemini D, Lieberman DI, Whitehead GS, Karcz TP, Cook DN, Jacobson KA..  (2022)  Bridged Piperidine Analogues of a High Affinity Naphthalene-Based P2Y₁₄R Antagonist.,  65  (4.0): [PMID:35113556] [10.1021/acs.jmedchem.1c01964]

Source

Source(1):

• Scientific Literature