Rac-3-((5-(2-(5,6,7,8-Tetrahydro-1,8-naphthyridin-2-yl)ethoxy)pyridin-2-yl)amino)-3-(4-(trifluoromethyl)phenyl)propanoic Acid

ID: ALA4518027

PubChem CID: 155541264

Max Phase: Preclinical

Molecular Formula: C25H25F3N4O3

Molecular Weight: 486.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CC(Nc1ccc(OCCc2ccc3c(n2)NCCC3)cn1)c1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C25H25F3N4O3/c26-25(27,28)18-6-3-16(4-7-18)21(14-23(33)34)32-22-10-9-20(15-30-22)35-13-11-19-8-5-17-2-1-12-29-24(17)31-19/h3-10,15,21H,1-2,11-14H2,(H,29,31)(H,30,32)(H,33,34)

Standard InChI Key:  FZYPHLOQWLUOKM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.1202  -18.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1173  -17.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4020  -17.3493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5462  -17.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2591  -17.3378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.5283  -14.8438    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.0995  -14.8530    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.8123  -14.4330    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 27 28  1  0
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 30 31  2  0
 31 26  1  0
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 32 33  1  0
 32 34  1  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518027

   ---

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: 486.49

Molecular Weight (Monoisotopic): 486.1879

AlogP: 5.10

#Rotatable Bonds: 9

Polar Surface Area: 96.37

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.97

CX Basic pKa: 7.35

CX LogP: 2.19

CX LogD: 2.11

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: -0.75

References

1. Anderson NA, Campos S, Butler S, Copley RCB, Duncan I, Harrison S, Le J, Maghames R, Pastor-Garcia A, Pritchard JM, Rowedder JE, Smith CE, Thomas J, Vitulli G, Macdonald SJF..  (2019)  Discovery of an Orally Bioavailable Pan αv Integrin Inhibitor for Idiopathic Pulmonary Fibrosis.,  62  (19): [PMID:31497959] [10.1021/acs.jmedchem.9b00962]

Source

Source(1):

• Scientific Literature