1H-Pyrrole-2-carboxylic acid(3-methoxy-4-prop-2-ynyloxy-benzyloxy)-methyl-amide

ID: ALA1770193

PubChem CID: 53232242

Max Phase: Preclinical

Molecular Formula: C17H18N2O4

Molecular Weight: 314.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOc1ccc(CON(C)C(=O)c2ccc[nH]2)cc1OC

Standard InChI:  InChI=1S/C17H18N2O4/c1-4-10-22-15-8-7-13(11-16(15)21-3)12-23-19(2)17(20)14-6-5-9-18-14/h1,5-9,11,18H,10,12H2,2-3H3

Standard InChI Key:  CMEQHRZNWWVJQO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.8750   -5.7916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5443   -5.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2875   -4.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4625   -4.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2057   -5.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2559   -5.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2506   -6.5518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9730   -5.3189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6848   -5.7359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4019   -5.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1137   -5.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1045   -6.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8154   -6.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8246   -5.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5362   -5.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5354   -6.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9783   -4.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2514   -5.3362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9651   -5.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2480   -6.9921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9643   -6.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6770   -6.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3875   -7.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
  2  6  1  0
 12 13  1  0
 13 16  2  0
  4  5  2  0
 15 14  2  0
 14 11  1  0
 15 16  1  0
  6  7  2  0
  2  3  2  0
  6  8  1  0
  8 17  1  0
  1  2  1  0
 15 18  1  0
  8  9  1  0
 18 19  1  0
  3  4  1  0
 16 20  1  0
  9 10  1  0
 20 21  1  0
  5  1  1  0
 21 22  1  0
 10 11  1  0
 22 23  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA1770193

   N-[(3-methoxy-4-prop-2-ynoxyphenyl)methoxy]-N-methyl-1H-pyrrole-2-carboxamide

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: 314.34

Molecular Weight (Monoisotopic): 314.1267

AlogP: 2.24

#Rotatable Bonds: 7

Polar Surface Area: 63.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -0.87

References

1. Wang MZ, Xu H, Liu TW, Feng Q, Yu SJ, Wang SH, Li ZM..  (2011)  Design, synthesis and antifungal activities of novel pyrrole alkaloid analogs.,  46  (5): [PMID:21356570] [10.1016/j.ejmech.2011.01.031]

Source

Source(1):

• Scientific Literature