(E)-1-(1H-Pyrrol-2-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

ID: ALA4090207

PubChem CID: 137643308

Max Phase: Preclinical

Molecular Formula: C16H17NO4

Molecular Weight: 287.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)c2ccc[nH]2)cc(OC)c1OC

Standard InChI:  InChI=1S/C16H17NO4/c1-19-14-9-11(10-15(20-2)16(14)21-3)6-7-13(18)12-5-4-8-17-12/h4-10,17H,1-3H3/b7-6+

Standard InChI Key:  JUMHSINXXFBTJT-VOTSOKGWSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    6.2362   -9.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9439   -8.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5285   -8.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2362  -10.1612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208   -9.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6885   -9.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2353   -8.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8267   -7.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0274   -8.1219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1131   -8.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1183   -8.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4114   -7.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7027   -8.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7053   -8.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4128   -9.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9991   -9.3498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2899   -8.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -7.7097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9934   -6.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118   -6.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7043   -6.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  2  0
  3  5  2  0
  2  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  2  1  0
  5 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 14 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 12 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4090207

   ---

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: 287.31

Molecular Weight (Monoisotopic): 287.1158

AlogP: 2.94

#Rotatable Bonds: 6

Polar Surface Area: 60.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.66

Np Likeness Score: 0.18

References

1. Williams IS, Joshi P, Gatchie L, Sharma M, Satti NK, Vishwakarma RA, Chaudhuri B, Bharate SB..  (2017)  Synthesis and biological evaluation of pyrrole-based chalcones as CYP1 enzyme inhibitors, for possible prevention of cancer and overcoming cisplatin resistance.,  27  (16): [PMID:28711350] [10.1016/j.bmcl.2017.07.010]

Source

Source(1):

• Scientific Literature