Sarcolobine

ID: ALA2230141

PubChem CID: 76318737

Max Phase: Preclinical

Molecular Formula: C23H22O7

Molecular Weight: 410.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)[C@]1(O)C(=O)c3ccc4c(c3O[C@@H]1CO2)C1C(O4)C1(C)C

Standard InChI:  InChI=1S/C23H22O7/c1-22(2)18-17-12(29-21(18)22)6-5-10-19(17)30-16-9-28-13-8-15(27-4)14(26-3)7-11(13)23(16,25)20(10)24/h5-8,16,18,21,25H,9H2,1-4H3/t16-,18?,21?,23-/m1/s1

Standard InChI Key:  HJDODWXISWRQIF-RNPWIZMZSA-N

Molfile:  

     RDKit          2D

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   38.1844   -6.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7516   -6.2722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.0370   -6.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3291   -4.6027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4824   -2.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1948   -2.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8718   -2.3992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2068   -1.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0236   -1.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 12 25  1  1
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  2 30  1  0
 29  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2230141

   SARCOLOBINE

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 410.42

Molecular Weight (Monoisotopic): 410.1366

AlogP: 2.81

#Rotatable Bonds: 2

Polar Surface Area: 83.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.07

CX Basic pKa: ┄

CX LogP: 2.39

CX LogD: 2.39

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.82

Np Likeness Score: 2.35

References

1. Belmain SR, Amoah BA, Nyirenda SP, Kamanula JF, Stevenson PC..  (2012)  Highly variable insect control efficacy of Tephrosia vogelii chemotypes.,  60  (40): [PMID:22970736] [10.1021/jf3032217]

Source

Source(1):

• Scientific Literature