N-((7S)-12-(4-hydroxy-3-methoxyphenyl)-1,2,3-trimethoxy-10-oxo-5,6,7,10-tetrahydro-benzo-[6,7]cyclohepta[1,2-g]chromen-7-yl)acetamide

ID: ALA4747128

PubChem CID: 162649517

Max Phase: Preclinical

Molecular Formula: C30H29NO8

Molecular Weight: 531.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(-c2cc(=O)oc3cc4c(cc23)-c2c(cc(OC)c(OC)c2OC)CC[C@@H]4NC(C)=O)ccc1O

Standard InChI:  InChI=1S/C30H29NO8/c1-15(32)31-22-8-6-17-11-26(36-3)29(37-4)30(38-5)28(17)21-12-20-18(14-27(34)39-24(20)13-19(21)22)16-7-9-23(33)25(10-16)35-2/h7,9-14,22,33H,6,8H2,1-5H3,(H,31,32)/t22-/m0/s1

Standard InChI Key:  SNZPPDNAKUQCIR-QFIPXVFZSA-N

Molfile:  

 
     RDKit          2D

 39 43  0  0  0  0  0  0  0  0999 V2000
   33.5612   -8.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5612   -9.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2681   -9.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9797   -9.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9797   -8.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2663   -7.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6159   -7.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4204   -7.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7817   -8.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5989   -8.7285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0153   -9.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8325   -9.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6146  -10.1348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4356   -9.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6329   -9.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3936  -10.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9608  -11.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7635  -10.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9963  -10.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3372  -11.4493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1049  -12.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3022  -12.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7318  -11.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9380  -12.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3775  -11.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5844  -11.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3550  -12.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9250  -13.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7159  -12.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6990  -13.8036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2662  -14.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5615  -12.6220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6702  -12.8345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2681  -10.3868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5609  -10.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8520   -9.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1446   -9.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8534   -7.9327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1458   -8.3414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  6
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  2  0
  4 15  1  0
 15 16  1  0
 16 17  2  0
 18 17  1  0
 18 19  2  0
 19 14  1  0
 18 20  1  0
 21 20  1  0
 22 21  1  0
 23 22  2  0
 17 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 28 30  1  0
 30 31  1  0
 27 32  1  0
 21 33  2  0
  3 34  1  0
 34 35  1  0
  2 36  1  0
 36 37  1  0
  1 38  1  0
 38 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4747128

   ---

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: 531.56

Molecular Weight (Monoisotopic): 531.1893

AlogP: 4.99

#Rotatable Bonds: 6

Polar Surface Area: 116.46

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.71

CX Basic pKa: ┄

CX LogP: 3.42

CX LogD: 3.42

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.33

Np Likeness Score: 0.79

References

1. Shchegravina ES,Svirshchevskaya EV,Combes S,Allegro D,Barbier P,Gigant B,Varela PF,Gavryushin AE,Kobanova DA,Shchekotikhin AE,Fedorov AY.  (2020)  Discovery of dihydrofuranoallocolchicinoids - Highly potent antimitotic agents with low acute toxicity.,  207  [PMID:32827941] [10.1016/j.ejmech.2020.112724]

Source

Source(1):

• Scientific Literature