Salvianan B

ID: ALA4173552

PubChem CID: 134816175

Max Phase: Preclinical

Molecular Formula: C19H15NO2

Molecular Weight: 289.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc2c1ccc1c3c(c4ocnc4c12)[C@@H](C)CO3

Standard InChI:  InChI=1S/C19H15NO2/c1-10-4-3-5-13-12(10)6-7-14-16(13)17-19(22-9-20-17)15-11(2)8-21-18(14)15/h3-7,9,11H,8H2,1-2H3/t11-/m0/s1

Standard InChI Key:  HYGADCBNYXSYKE-NSHDSACASA-N

Molfile:  

     RDKit          2D

 22 26  0  0  0  0  0  0  0  0999 V2000
    9.0620   -5.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0608   -6.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7730   -7.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7712   -5.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4840   -5.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4847   -6.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1933   -7.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9056   -6.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1877   -5.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8975   -5.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1804   -4.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8780   -4.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7011   -3.3501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8940   -3.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5748   -4.0158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5949   -4.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6040   -5.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3830   -5.5984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8570   -4.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3683   -4.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6121   -3.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7749   -7.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8 10  1  0
  9  5  1  0
  9 10  1  0
 10 17  2  0
 16 12  2  0
 11  9  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
 20 21  1  1
  3 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4173552

   ---

Molecule Features

Natural Product: No

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: 289.33

Molecular Weight (Monoisotopic): 289.1103

AlogP: 4.94

#Rotatable Bonds: ┄

Polar Surface Area: 35.26

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.35

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.43

Np Likeness Score: 1.13

References

1. Zhang D, Guo J, Zhang M, Liu X, Ba M, Tao X, Yu L, Guo Y, Dai J..  (2017)  Oxazole-Containing Diterpenoids from Cell Cultures of Salvia miltiorrhiza and Their Anti-HIV-1 Activities.,  80  (12): [PMID:29185738] [10.1021/acs.jnatprod.7b00659]

Source

Source(1):

• Scientific Literature