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 benzylcarbamothioate

ID: ALA4643016

PubChem CID: 156016824

Max Phase: Preclinical

Molecular Formula: C28H31N3OS

Molecular Weight: 457.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@]12C=C(COC(=S)NCc3ccccc3)n3c4c(c5ccccc53)CCN(CCC1)[C@H]42

Standard InChI:  InChI=1S/C28H31N3OS/c1-2-28-14-8-15-30-16-13-23-22-11-6-7-12-24(22)31(25(23)26(28)30)21(17-28)19-32-27(33)29-18-20-9-4-3-5-10-20/h3-7,9-12,17,26H,2,8,13-16,18-19H2,1H3,(H,29,33)/t26-,28+/m1/s1

Standard InChI Key:  UOMQRXKNLJCZSQ-IAPPQJPRSA-N

Molfile:  

 
     RDKit          2D

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    5.9080  -30.9990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6257  -32.2388    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1921  -31.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4754  -31.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0496  -31.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4643016

   ---

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: 457.64

Molecular Weight (Monoisotopic): 457.2188

AlogP: 5.68

#Rotatable Bonds: 5

Polar Surface Area: 29.43

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.60

CX Basic pKa: 7.06

CX LogP: 5.67

CX LogD: 5.61

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.50

Np Likeness Score: 0.29

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