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

ID: ALA4513624

PubChem CID: 155538904

Max Phase: Preclinical

Molecular Formula: C23H24ClN5O3

Molecular Weight: 453.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)C[C@H](Nc1ccc(OCCc2ccc3c(n2)NCCC3)nn1)c1cccc(Cl)c1

Standard InChI:  InChI=1S/C23H24ClN5O3/c24-17-5-1-3-16(13-17)19(14-22(30)31)27-20-8-9-21(29-28-20)32-12-10-18-7-6-15-4-2-11-25-23(15)26-18/h1,3,5-9,13,19H,2,4,10-12,14H2,(H,25,26)(H,27,28)(H,30,31)/t19-/m0/s1

Standard InChI Key:  YSHCUQUSNSOANU-IBGZPJMESA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    4.5912  -12.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3076  -12.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3048  -11.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5893  -11.1659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8764  -12.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8760  -11.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632  -11.1675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4462  -11.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468  -12.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1640  -12.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0176  -11.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7336  -11.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4465  -11.1544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1625  -11.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1625  -12.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776  -12.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5915  -12.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5857  -11.5533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8700  -11.1473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3080  -12.7913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0203  -12.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7369  -12.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4492  -12.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1657  -12.7768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4449  -11.5429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0161  -11.5503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7301  -11.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7263  -10.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0091   -9.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2945  -10.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3019  -11.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4388   -9.8964    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  6
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 28 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513624

   ---

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: -0.94

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