N-((7S)-10,10-difluoro-1,2,3-trimethoxy-11-methylene-6,7,10,11-tetrahydro-5H-benzo-[6,7]cyclohepta[1,2-f]benzofuran-7-yl)acetamide

ID: ALA4794117

PubChem CID: 162673548

Max Phase: Preclinical

Molecular Formula: C23H23F2NO5

Molecular Weight: 431.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1c2cc3c(cc2OC1(F)F)[C@@H](NC(C)=O)CCc1cc(OC)c(OC)c(OC)c1-3

Standard InChI:  InChI=1S/C23H23F2NO5/c1-11-14-9-16-15(10-18(14)31-23(11,24)25)17(26-12(2)27)7-6-13-8-19(28-3)21(29-4)22(30-5)20(13)16/h8-10,17H,1,6-7H2,2-5H3,(H,26,27)/t17-/m0/s1

Standard InChI Key:  ZHUGGOROYSXVPV-KRWDZBQOSA-N

Molfile:  

 
     RDKit          2D

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    3.2419   -1.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9506   -1.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5745   -1.9260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6085   -2.8707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3692   -3.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9720   -3.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5365   -4.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7384   -4.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9364   -4.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8769   -5.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1745   -4.7650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1829   -5.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4794117

   ---

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: 431.44

Molecular Weight (Monoisotopic): 431.1544

AlogP: 4.50

#Rotatable Bonds: 4

Polar Surface Area: 66.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.77

Np Likeness Score: 0.88

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