9-(3,4,5-Trimethoxybenzyl)-4,5,6,9-tetrahydropyrrolo[2',3':3,4]-cyclohepta[1,2-d][1,2]oxazole

ID: ALA4749719

PubChem CID: 155811371

Max Phase: Preclinical

Molecular Formula: C20H22N2O4

Molecular Weight: 354.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Cn2ccc3c2-c2oncc2CCC3)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H22N2O4/c1-23-16-9-13(10-17(24-2)20(16)25-3)12-22-8-7-14-5-4-6-15-11-21-26-19(15)18(14)22/h7-11H,4-6,12H2,1-3H3

Standard InChI Key:  BNUXJNFVWXAPOO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.8068   -9.2152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9930   -9.1249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6570   -9.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1413  -11.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7374  -11.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5374  -11.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2576  -10.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9714  -10.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7689  -10.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9952  -11.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7887  -11.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0528  -10.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4226   -9.8777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4432   -9.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1678   -8.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8717   -9.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5963   -8.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6170   -7.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9130   -7.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1885   -7.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3002   -9.1245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0248   -8.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9337   -6.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2298   -6.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3415   -7.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3622   -6.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4749719

   ---

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: 354.41

Molecular Weight (Monoisotopic): 354.1580

AlogP: 3.71

#Rotatable Bonds: 5

Polar Surface Area: 58.65

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.18

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -0.50

References

1. Spanò V,Rocca R,Barreca M,Giallombardo D,Montalbano A,Carbone A,Raimondi MV,Gaudio E,Bortolozzi R,Bai R,Tassone P,Alcaro S,Hamel E,Viola G,Bertoni F,Barraja P.  (2020)  Pyrrolo[2',3':3,4]cyclohepta[1,2-d][1,2]oxazoles, a New Class of Antimitotic Agents Active against Multiple Malignant Cell Types.,  63  (20.0): [PMID:32986419] [10.1021/acs.jmedchem.0c01315]

Source

Source(1):

• Scientific Literature