(R)-2,3-dimethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinolin-6-yl 2-aminobenzoate

ID: ALA4743449

PubChem CID: 162645399

Max Phase: Preclinical

Molecular Formula: C29H28N2O4

Molecular Weight: 468.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c3c(c4ccc(OC(=O)c5ccccc5N)cc4c2cc1OC)CN1CCC[C@@H]1C3

Standard InChI:  InChI=1S/C29H28N2O4/c1-33-27-14-23-21-12-17-6-5-11-31(17)16-25(21)19-10-9-18(13-22(19)24(23)15-28(27)34-2)35-29(32)20-7-3-4-8-26(20)30/h3-4,7-10,13-15,17H,5-6,11-12,16,30H2,1-2H3/t17-/m1/s1

Standard InChI Key:  UNBQKCSIHDNGCD-QGZVFWFLSA-N

Molfile:  

 
     RDKit          2D

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   28.4836  -13.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9026  -12.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.7671  -16.4524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   27.0602  -15.2197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   25.6454  -15.2143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  4 22  1  0
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 34 35  2  0
 35 28  1  0
 31 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743449

   ---

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: 468.55

Molecular Weight (Monoisotopic): 468.2049

AlogP: 5.33

#Rotatable Bonds: 4

Polar Surface Area: 74.02

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.99

CX LogP: 5.57

CX LogD: 3.98

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.19

Np Likeness Score: 0.22

References

1. Han G,Qing L,Wu M,Wang Y,Liu Y,Liu X,Wang Z,Ding J,Meng LH,Wang Q.  (2019)  Design, synthesis, and biological activity evaluation of (-)-6-O-desmethylantofine analogues as potent anti-cancer agents.,  27  (14.0): [PMID:31171403] [10.1016/j.bmc.2019.05.030]

Source

Source(1):

• Scientific Literature