(R*)-6-Chloro-4-((S*)-6-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)-3-methylenechroman-2-one

ID: ALA4084924

PubChem CID: 137647563

Max Phase: Preclinical

Molecular Formula: C21H17ClO4

Molecular Weight: 368.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)Oc2ccc(Cl)cc2[C@H]1[C@@H]1CCc2cc(OC)ccc2C1=O

Standard InChI:  InChI=1S/C21H17ClO4/c1-11-19(17-10-13(22)4-8-18(17)26-21(11)24)16-6-3-12-9-14(25-2)5-7-15(12)20(16)23/h4-5,7-10,16,19H,1,3,6H2,2H3/t16-,19+/m0/s1

Standard InChI Key:  LBUJVZUSXUHXEL-QFBILLFUSA-N

Molfile:  

     RDKit          2D

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   24.6396   -8.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8256  -10.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6484  -10.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8740   -7.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2860   -7.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1053   -7.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5109   -7.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0924   -8.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2815   -8.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8712   -9.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2762  -10.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0871  -10.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4930   -9.3225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4941  -10.7325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8657  -10.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4567   -8.6053    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.4567  -10.0168    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.0460   -7.8922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4129   -9.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8256   -8.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4180   -7.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5979   -7.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1870   -8.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5970   -9.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3699   -8.6085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9601   -7.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8805   -6.4927    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2 21  1  0
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  9 14  1  0
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  1 18  1  1
  2 19  2  0
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 24 25  2  0
 25 20  1  0
 24 26  1  0
 26 27  1  0
  6 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4084924

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 368.82

Molecular Weight (Monoisotopic): 368.0815

AlogP: 4.35

#Rotatable Bonds: 2

Polar Surface Area: 52.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.78

CX LogD: 4.78

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.45

Np Likeness Score: 0.54

References

1.  (2016)  7  (9): [10.1039/C6MD00118A]

Source

Source(1):

• Scientific Literature