Rac-3-(4-Chlorophenyl)-3-((6-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethoxy)pyridazin-3-yl)amino)propanoic Acid

ID: ALA4539942

PubChem CID: 155549685

Max Phase: Preclinical

Molecular Formula: C23H24ClN5O3

Molecular Weight: 453.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CC(Nc1ccc(OCCc2ccc3c(n2)NCCC3)nn1)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C23H24ClN5O3/c24-17-6-3-15(4-7-17)19(14-22(30)31)27-20-9-10-21(29-28-20)32-13-11-18-8-5-16-2-1-12-25-23(16)26-18/h3-10,19H,1-2,11-14H2,(H,25,26)(H,27,28)(H,30,31)

Standard InChI Key:  HLCQRNGEUFKGFI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    3.4868   -5.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032   -4.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2003   -3.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4850   -3.4951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7721   -4.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717   -3.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590   -3.4968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421   -3.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3425   -4.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0598   -5.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9132   -3.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6292   -3.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3420   -3.4837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0580   -3.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0579   -4.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7731   -5.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4868   -4.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4811   -3.8825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7654   -3.4766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2033   -5.1205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9156   -4.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6321   -5.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3444   -4.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0609   -5.1060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3402   -3.8722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9114   -3.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6254   -3.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6214   -2.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9044   -2.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1898   -2.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1972   -3.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8992   -1.4070    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 21 26  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
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539942

   ---

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: 453.93

Molecular Weight (Monoisotopic): 453.1568

AlogP: 4.13

#Rotatable Bonds: 9

Polar Surface Area: 109.26

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.69

CX Basic pKa: 7.18

CX LogP: 1.59

CX LogD: 1.19

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -0.87

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