2-Amino-6-chloro-4-(3,5-difluorophenyl)-4H-benzo[h]chromene-3-carbonitrile

ID: ALA4547354

PubChem CID: 155553388

Max Phase: Preclinical

Molecular Formula: C20H11ClF2N2O

Molecular Weight: 368.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#CC1=C(N)Oc2c(cc(Cl)c3ccccc23)C1c1cc(F)cc(F)c1

Standard InChI:  InChI=1S/C20H11ClF2N2O/c21-17-8-15-18(10-5-11(22)7-12(23)6-10)16(9-24)20(25)26-19(15)14-4-2-1-3-13(14)17/h1-8,18H,25H2

Standard InChI Key:  LHQFKVDBJUEKBL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.2196  -10.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9276  -10.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2207   -9.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9248   -8.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9228   -8.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2175   -7.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -8.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5182   -8.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6345   -9.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6333  -10.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3395  -10.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0514  -10.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0525   -9.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3418   -8.9164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7612   -8.9231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7573  -10.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4639  -10.9666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3358  -11.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6254  -11.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6227  -12.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3298  -13.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0410  -12.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0402  -11.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5116  -10.5592    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9137  -13.0006    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.7490  -13.0028    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0
  1  2  1  0
  2 10  2  0
  9  4  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
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 16 17  3  0
 12 16  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 11 18  1  0
  1 24  1  0
 20 25  1  0
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547354

   ---

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: 368.77

Molecular Weight (Monoisotopic): 368.0528

AlogP: 4.99

#Rotatable Bonds: 1

Polar Surface Area: 59.04

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.67

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: -1.18

References

1. Schmitt F, Gold M, Rothemund M, Andronache I, Biersack B, Schobert R, Mueller T..  (2019)  New naphthopyran analogues of LY290181 as potential tumor vascular-disrupting agents.,  163  [PMID:30503940] [10.1016/j.ejmech.2018.11.055]

Source

Source(1):

• Scientific Literature