Pegaharmaline B

ID: ALA5286857

Max Phase: Preclinical

Molecular Formula: C24H18N4O2

Molecular Weight: 394.43

Names and Identifiers

Canonical SMILES:  COc1ccc2c3c([nH]c2c1)-c1c(C(=O)c2ncc4ccccc4n2)ccn1CC3

Standard InChI:  InChI=1S/C24H18N4O2/c1-30-15-6-7-16-17-8-10-28-11-9-18(22(28)21(17)26-20(16)12-15)23(29)24-25-13-14-4-2-3-5-19(14)27-24/h2-7,9,11-13,26H,8,10H2,1H3

Standard InChI Key:  YKMNHMZVBHFZEZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -4.2075   -0.1095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4911    1.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747    1.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0609    1.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3510    1.5502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241    0.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0609    0.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7728   -0.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7740   -0.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7740   -1.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0619   -2.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3434   -1.7896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4938   -2.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2075   -1.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2075   -0.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -0.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0894   -0.9587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  3 15  2  0
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 20 25  1  0
 23 26  1  0
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 27 28  1  0
 28 29  2  0
 22 29  1  0
 19 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286857

   ---

Molecule Features

Natural Product: No

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: 394.43

Molecular Weight (Monoisotopic): 394.1430

AlogP: 4.38

#Rotatable Bonds: 3

Polar Surface Area: 72.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.07

CX LogP: 4.07

CX LogD: 4.07

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -0.31

References

1. Luo B, Song X..  (2021)  A comprehensive overview of β-carbolines and its derivatives as anticancer agents.,  224  [PMID:34332400] [10.1016/j.ejmech.2021.113688]

Source

Source(1):

• Scientific Literature