1-(4-chlorophenyl)-3-[(7S)-1,2,3-trimethoxy-10-(methylamino)-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]urea

ID: ALA4865714

PubChem CID: 164623232

Max Phase: Preclinical

Molecular Formula: C27H28ClN3O5

Molecular Weight: 509.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1ccc2c(cc1=O)[C@@H](NC(=O)Nc1ccc(Cl)cc1)CCc1cc(OC)c(OC)c(OC)c1-2

Standard InChI:  InChI=1S/C27H28ClN3O5/c1-29-21-12-10-18-19(14-22(21)32)20(31-27(33)30-17-8-6-16(28)7-9-17)11-5-15-13-23(34-2)25(35-3)26(36-4)24(15)18/h6-10,12-14,20H,5,11H2,1-4H3,(H,29,32)(H2,30,31,33)/t20-/m0/s1

Standard InChI Key:  YRBKMJMHEMHZIJ-FQEVSTJZSA-N

Molfile:  

 
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   46.0563  -26.5646    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 33 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4865714

   ---

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: 509.99

Molecular Weight (Monoisotopic): 509.1717

AlogP: 5.24

#Rotatable Bonds: 6

Polar Surface Area: 97.92

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.50

CX Basic pKa: 3.80

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.42

Np Likeness Score: -0.14

References

1. Krzywik J, Maj E, Nasulewicz-Goldeman A, Mozga W, Wietrzyk J, Huczyński A..  (2021)  Synthesis and antiproliferative screening of novel doubly modified colchicines containing urea, thiourea and guanidine moieties.,  47  [PMID:34116158] [10.1016/j.bmcl.2021.128197]

Source

Source(1):

• Scientific Literature