N-(2-(benzyloxy)ethyl)-N-(3,4-dimethoxyphenyl)-5-methoxy-2,2-dimethyl-2H-chromene-6-carboxamide

ID: ALA4541006

PubChem CID: 155551290

Max Phase: Preclinical

Molecular Formula: C30H33NO6

Molecular Weight: 503.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(N(CCOCc2ccccc2)C(=O)c2ccc3c(c2OC)C=CC(C)(C)O3)cc1OC

Standard InChI:  InChI=1S/C30H33NO6/c1-30(2)16-15-23-25(37-30)14-12-24(28(23)35-5)29(32)31(17-18-36-20-21-9-7-6-8-10-21)22-11-13-26(33-3)27(19-22)34-4/h6-16,19H,17-18,20H2,1-5H3

Standard InChI Key:  KNMJCJKFNVBIGW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 37 40  0  0  0  0  0  0  0  0999 V2000
   27.7886  -21.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9714  -21.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3800  -22.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3157  -18.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3146  -19.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0226  -19.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7323  -19.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7295  -18.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0208  -17.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0184  -17.1029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7249  -16.6922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6079  -17.9206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6077  -17.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4406  -19.5555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1477  -19.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8560  -19.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1464  -18.3286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8527  -20.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2643  -19.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5563  -19.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2683  -20.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5638  -20.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5644  -21.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2677  -21.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9732  -20.7685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1454  -20.7782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1461  -21.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4419  -20.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7348  -20.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7361  -21.5996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0291  -22.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3207  -21.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3216  -20.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6141  -20.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9061  -20.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9100  -21.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6181  -22.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  9 10  1  0
 10 11  1  0
  4 12  1  0
 12 13  1  0
  7 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 22  1  0
 21 19  1  0
 19 20  2  0
 20 16  1  0
 21 22  2  0
 21 25  1  0
 22 23  1  0
 23 24  2  0
 24  2  1  0
  2 25  1  0
 18 26  1  0
 26 27  1  0
 14 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4541006

   ---

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: 503.60

Molecular Weight (Monoisotopic): 503.2308

AlogP: 5.76

#Rotatable Bonds: 10

Polar Surface Area: 66.46

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.03

CX LogD: 5.03

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: 0.07

References

1. Kim HS, Hoang VH, Hong M, Chul Kim K, Ann J, Nguyen CT, Seo JH, Choi H, Yong Kim J, Kim KW, Sub Byun W, Lee S, Lee S, Suh YG, Chen J, Park HJ, Cho TM, Kim JY, Seo JH, Lee J..  (2019)  Investigation of B,C-ring truncated deguelin derivatives as heat shock protein 90 (HSP90) inhibitors for use as anti-breast cancer agents.,  27  (7): [PMID:30827868] [10.1016/j.bmc.2019.02.040]

Source

Source(1):

• Scientific Literature