3-Hydroxy-4-methoxy-N-(3,4,5-trimethoxy-phenyl)-benzamide

ID: ALA162908

PubChem CID: 25255225

Max Phase: Preclinical

Molecular Formula: C17H19NO6

Molecular Weight: 333.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)Nc2cc(OC)c(OC)c(OC)c2)cc1O

Standard InChI:  InChI=1S/C17H19NO6/c1-21-13-6-5-10(7-12(13)19)17(20)18-11-8-14(22-2)16(24-4)15(9-11)23-3/h5-9,19H,1-4H3,(H,18,20)

Standard InChI Key:  NMNNKCCUFCWESB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    7.9792   -3.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -3.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8292   -4.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -3.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5500   -3.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2625   -2.6417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9792   -3.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8292   -2.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5500   -3.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6917   -4.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7042   -5.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9875   -5.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6917   -2.6375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2667   -4.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2667   -5.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042   -4.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8292   -5.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042   -2.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4167   -5.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9917   -6.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917   -3.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -5.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042   -1.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2792   -6.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  9  2  0
  4  8  1  0
  5  6  1  0
  6  1  1  0
  7  1  1  0
  8  5  2  0
  9  5  1  0
 10  7  1  0
 11 10  2  0
 12 15  2  0
 13  1  2  0
 14  7  2  0
 15 14  1  0
 16  2  1  0
 17  3  1  0
 18  4  1  0
 19 11  1  0
 20 12  1  0
 21 16  1  0
 22 17  1  0
 23 18  1  0
 24 20  1  0
 11 12  1  0
  2  4  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA162908

   3-Hydroxy-4-methoxy-N-(3,4,5-trimethoxy-phenyl)-benzamide

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: 333.34

Molecular Weight (Monoisotopic): 333.1212

AlogP: 2.68

#Rotatable Bonds: 6

Polar Surface Area: 86.25

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.22

CX Basic pKa: ┄

CX LogP: 2.13

CX LogD: 2.12

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: -0.43

References

1. Shirai R, Tokuda K, Koiso Y, Iwasaki S.  (1994)  Synthesis and nti-tubulin activity of aza-combretastatins,  4  (5): [10.1016/S0960-894X(01)80183-9]

Source

Source(1):

• Scientific Literature