(R)-4-(5-(3-Chloro-4-((1-(2-fluorophenyl)ethyl)amino)quinolin-6-yl)pyrimidin-2-yl)thiomorpholine-1,1-dioxide

ID: ALA4785988

PubChem CID: 126531397

Max Phase: Preclinical

Molecular Formula: C25H23ClFN5O2S

Molecular Weight: 512.01

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](Nc1c(Cl)cnc2ccc(-c3cnc(N4CCS(=O)(=O)CC4)nc3)cc12)c1ccccc1F

Standard InChI:  InChI=1S/C25H23ClFN5O2S/c1-16(19-4-2-3-5-22(19)27)31-24-20-12-17(6-7-23(20)28-15-21(24)26)18-13-29-25(30-14-18)32-8-10-35(33,34)11-9-32/h2-7,12-16H,8-11H2,1H3,(H,28,31)/t16-/m1/s1

Standard InChI Key:  WPAUVOWBCWKNRC-MRXNPFEDSA-N

Molfile:  

 
     RDKit          2D

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    9.9903   -9.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2853  -10.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5762   -9.9512    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2972  -10.7185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1134   -8.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4085   -9.1340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457   -6.2697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   14.9457   -8.7254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6548   -9.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.9457  -10.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -11.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.2366   -9.9512    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.3638   -7.9041    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 12 21  1  0
  1  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4785988

   ---

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: 512.01

Molecular Weight (Monoisotopic): 511.1245

AlogP: 4.89

#Rotatable Bonds: 5

Polar Surface Area: 88.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.22

CX LogP: 3.66

CX LogD: 3.64

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.41

Np Likeness Score: -1.64

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