O-((41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-yl)methyl 3-fluorophenylcarbamothioate

ID: ALA4645801

PubChem CID: 156019416

Max Phase: Preclinical

Molecular Formula: C27H28FN3OS

Molecular Weight: 461.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@]12C=C(COC(=S)Nc3cccc(F)c3)n3c4c(c5ccccc53)CCN(CCC1)[C@H]42

Standard InChI:  InChI=1S/C27H28FN3OS/c1-2-27-12-6-13-30-14-11-22-21-9-3-4-10-23(21)31(24(22)25(27)30)20(16-27)17-32-26(33)29-19-8-5-7-18(28)15-19/h3-5,7-10,15-16,25H,2,6,11-14,17H2,1H3,(H,29,33)/t25-,27+/m1/s1

Standard InChI Key:  GVCRMZAQTVDYHO-VPUSJEBWSA-N

Molfile:  

 
     RDKit          2D

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    6.4065  -10.7576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2161   -9.1212    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9280  -11.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6993  -11.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9911  -10.7592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7002  -11.9842    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2839  -11.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5763  -10.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2870  -11.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616  -10.7587    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 28 29  2  0
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 31 32  1  0
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 33 28  1  0
 30 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4645801

   ---

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: 461.61

Molecular Weight (Monoisotopic): 461.1937

AlogP: 6.14

#Rotatable Bonds: 4

Polar Surface Area: 29.43

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.41

CX Basic pKa: 7.18

CX LogP: 5.38

CX LogD: 5.30

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.47

Np Likeness Score: -0.07

References

1. Pan BW, Shi Y, Li WC, Wang Q, Pan M, Wu Q, Fu HZ..  (2020)  Synthesis and biological evaluation of Vinpocetine derivatives.,  30  (2): [PMID:31859156] [10.1016/j.bmcl.2019.05.052]

Source

Source(1):

• Scientific Literature