6'-chloroisoplagiochin D

ID: ALA5269347

Max Phase: Preclinical

Molecular Formula: C28H23ClO4

Molecular Weight: 458.94

Names and Identifiers

Canonical SMILES:  Oc1ccc2c(c1)CCc1ccc(O)c(c1)-c1cc(cc(Cl)c1O)CCc1ccc-2c(O)c1

Standard InChI:  InChI=1S/C28H23ClO4/c29-25-13-18-2-1-17-4-8-22(27(32)14-17)21-9-7-20(30)15-19(21)6-3-16-5-10-26(31)23(11-16)24(12-18)28(25)33/h4-5,7-15,30-33H,1-3,6H2

Standard InChI Key:  ICANTQUNDQFJCD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.0677    2.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677    3.3559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2122    2.5331    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2701   -0.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 28 19  1  0
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 18 30  1  0
 30 13  2  0
 15 31  1  0
 10 32  1  0
 32 33  2  0
 33  6  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5269347

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 458.94

Molecular Weight (Monoisotopic): 458.1285

AlogP: 6.38

#Rotatable Bonds: ┄

Polar Surface Area: 80.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.79

CX Basic pKa: ┄

CX LogP: 7.76

CX LogD: 7.61

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.25

Np Likeness Score: 1.31

References

1. Asakawa Y, Ludwiczuk A..  (2018)  Chemical Constituents of Bryophytes: Structures and Biological Activity.,  81  (3): [PMID:29019405] [10.1021/acs.jnatprod.6b01046]

Source

Source(1):

• Scientific Literature