Carabryl Nicotinate

ID: ALA2229163

PubChem CID: 76315062

Max Phase: Preclinical

Molecular Formula: C21H25NO4

Molecular Weight: 355.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@@H]2C[C@]3(C)C(CCC(C)OC(=O)c4cccnc4)[C@@H]3C[C@H]12

Standard InChI:  InChI=1S/C21H25NO4/c1-12(25-20(24)14-5-4-8-22-11-14)6-7-16-17-9-15-13(2)19(23)26-18(15)10-21(16,17)3/h4-5,8,11-12,15-18H,2,6-7,9-10H2,1,3H3/t12?,15-,16?,17+,18-,21-/m1/s1

Standard InChI Key:  ZOCZASGQROBVMU-KMPRNUFVSA-N

Molfile:  

     RDKit          2D

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    6.2639   -8.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2639   -7.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9765   -7.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9809   -8.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7638   -8.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2448   -7.9264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566   -7.2679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5513   -8.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5513   -7.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8362   -7.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0112   -7.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6007   -7.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7757   -7.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3612   -6.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3612   -7.9392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1366   -6.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0217   -9.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0698   -7.9219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5361   -7.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1257   -8.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1257   -7.2242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3016   -8.6452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1192   -9.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3018  -10.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1310  -10.0728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376   -9.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  2  1  0
  8  1  1  1
  4  1  1  1
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  3  1  0
  9  8  1  0
 10  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  9 16  1  6
  5 17  2  0
  6 18  2  0
 15 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229163

   CARABRYL NICOTINATE

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: 355.43

Molecular Weight (Monoisotopic): 355.1784

AlogP: 3.55

#Rotatable Bonds: 5

Polar Surface Area: 65.49

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.24

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: 2.00

References

1. Feng JT, Wang H, Ren SX, He J, Liu Y, Zhang X..  (2012)  Synthesis and antifungal activities of carabrol ester derivatives.,  60  (15): [PMID:22443262] [10.1021/jf205123d]

Source

Source(1):

• Scientific Literature