Prop-2-yn-1-yl-2-Amino-4-(2-oxo-2-(prop-2-yn-1-yloxy)ethyl)-6-(2-(trifluoromethyl)pyridin-4-yl)-4H-chromene-3-carboxylate

ID: ALA4171517

PubChem CID: 145950276

Max Phase: Preclinical

Molecular Formula: C24H17F3N2O5

Molecular Weight: 470.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOC(=O)CC1C(C(=O)OCC#C)=C(N)Oc2ccc(-c3ccnc(C(F)(F)F)c3)cc21

Standard InChI:  InChI=1S/C24H17F3N2O5/c1-3-9-32-20(30)13-17-16-11-14(15-7-8-29-19(12-15)24(25,26)27)5-6-18(16)34-22(28)21(17)23(31)33-10-4-2/h1-2,5-8,11-12,17H,9-10,13,28H2

Standard InChI Key:  PVPLASDMLQNVAQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.4265  -20.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9853  -18.8176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2743  -20.0570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6987  -18.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4142  -18.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1299  -19.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7118  -21.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9976  -20.8887    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112  -22.1267    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9916  -21.7083    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  2 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4171517

   ---

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: 470.40

Molecular Weight (Monoisotopic): 470.1090

AlogP: 3.16

#Rotatable Bonds: 6

Polar Surface Area: 100.74

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.53

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.51

Np Likeness Score: -0.53

References

1. Bian T, Chandagirikoppal Vijendra K, Wang Y, Meacham A, Hati S, Cogle CR, Sun H, Xing C..  (2018)  Exploring the Structure-Activity Relationship and Mechanism of a Chromene Scaffold (CXL Series) for Its Selective Antiproliferative Activity toward Multidrug-Resistant Cancer Cells.,  61  (15): [PMID:29995404] [10.1021/acs.jmedchem.8b00813]

Source

Source(1):

• Scientific Literature