N-((7S)-1,2,3-trimethoxy-12-methyl-10-oxo-5,6,7,10-tetrahydrobenzo-[6,7]cyclohepta[1,2-g]chromen-7-yl)acetamide

ID: ALA4794755

PubChem CID: 162673784

Max Phase: Preclinical

Molecular Formula: C24H25NO6

Molecular Weight: 423.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(c(OC)c1OC)-c1cc3c(C)cc(=O)oc3cc1[C@@H](NC(C)=O)CC2

Standard InChI:  InChI=1S/C24H25NO6/c1-12-8-21(27)31-19-11-16-17(10-15(12)19)22-14(6-7-18(16)25-13(2)26)9-20(28-3)23(29-4)24(22)30-5/h8-11,18H,6-7H2,1-5H3,(H,25,26)/t18-/m0/s1

Standard InChI Key:  PRKFQQANNJQQIS-SFHVURJKSA-N

Molfile:  

 
     RDKit          2D

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   22.3888   -8.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3888   -8.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0957   -9.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8073   -8.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8073   -7.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0939   -7.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4435   -7.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2480   -7.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6093   -8.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4265   -8.3901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8429   -9.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6601   -9.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4422   -9.7963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2632   -9.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4605   -9.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2211  -10.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7884  -10.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5911  -10.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8239   -9.7377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1648  -11.1109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9325  -11.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1298  -12.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5594  -11.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7656  -11.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4978  -12.4961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0957  -10.0484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3885  -10.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6796   -9.2302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9722   -8.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6810   -7.5942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9734   -8.0030    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
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 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
 21 25  2  0
  3 26  1  0
 26 27  1  0
  2 28  1  0
 28 29  1  0
  1 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4794755

   ---

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: 423.47

Molecular Weight (Monoisotopic): 423.1682

AlogP: 3.92

#Rotatable Bonds: 4

Polar Surface Area: 87.00

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.75

CX LogD: 2.75

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: 0.65

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