(R)-2-(4-(3-Chloro-4-((1-(2-fluorophenyl)ethyl)amino)quinolin-6-yl)phenyl)propan-2-ol

ID: ALA4764442

PubChem CID: 126532592

Max Phase: Preclinical

Molecular Formula: C26H24ClFN2O

Molecular Weight: 434.94

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](Nc1c(Cl)cnc2ccc(-c3ccc(C(C)(C)O)cc3)cc12)c1ccccc1F

Standard InChI:  InChI=1S/C26H24ClFN2O/c1-16(20-6-4-5-7-23(20)28)30-25-21-14-18(10-13-24(21)29-15-22(25)27)17-8-11-19(12-9-17)26(2,3)31/h4-16,31H,1-3H3,(H,29,30)/t16-/m1/s1

Standard InChI Key:  NEYKKBDJHMGACL-MRXNPFEDSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    9.0015   -8.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5970   -8.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1880   -8.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3092   -7.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3092   -6.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0141   -6.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7232   -6.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7232   -7.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0141   -8.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5554   -5.1533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2604   -5.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2604   -6.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5554   -6.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8463   -6.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1373   -6.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4323   -6.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4323   -5.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1373   -5.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8463   -5.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5554   -7.6090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2604   -8.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9695   -7.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2604   -8.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5554   -9.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5554  -10.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2604  -10.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9695  -10.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9695   -9.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8463   -8.8348    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.9695   -6.7877    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.8927   -7.6084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  4  9  2  0
 10 11  2  0
 11 12  1  0
 12 13  2  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
 10 19  1  0
 14 19  1  0
 21 22  1  6
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 23 28  2  0
 24 29  1  0
 21 23  1  0
 20 21  1  0
 13 20  1  0
 12 30  1  0
  7 16  1  0
  2  4  1  0
  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764442

   ---

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: 434.94

Molecular Weight (Monoisotopic): 434.1561

AlogP: 7.09

#Rotatable Bonds: 5

Polar Surface Area: 45.15

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.26

CX LogP: 6.07

CX LogD: 6.04

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.35

Np Likeness Score: -0.92

References

1. Xiao HY,Li N,Duan JJ,Jiang B,Lu Z,Ngu K,Tino J,Kopcho LM,Lu H,Chen J,Tebben AJ,Sheriff S,Chang CY,Yanchunas J,Calambur D,Gao M,Shuster DJ,Susulic V,Xie JH,Guarino VR,Wu DR,Gregor KR,Goldstine CB,Hynes J,Macor JE,Salter-Cid L,Burke JR,Shaw PJ,Dhar TGM.  (2020)  Biologic-like In Vivo Efficacy with Small Molecule Inhibitors of TNFα Identified Using Scaffold Hopping and Structure-Based Drug Design Approaches.,  63  (23): [PMID:33261314] [10.1021/acs.jmedchem.0c01732]

Source

Source(1):

• Scientific Literature