(-)-Englerin A

ID: ALA4062736

PubChem CID: 137634590

Max Phase: Preclinical

Molecular Formula: C26H34O6

Molecular Weight: 442.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@]12C[C@@H](OC(=O)CO)[C@](C)(O1)[C@@H]1CC[C@@H](C)[C@H]1[C@@H]2OC(=O)/C=C/c1ccccc1

Standard InChI:  InChI=1S/C26H34O6/c1-16(2)26-14-20(30-22(29)15-27)25(4,32-26)19-12-10-17(3)23(19)24(26)31-21(28)13-11-18-8-6-5-7-9-18/h5-9,11,13,16-17,19-20,23-24,27H,10,12,14-15H2,1-4H3/b13-11+/t17-,19-,20-,23-,24+,25-,26+/m1/s1

Standard InChI Key:  GACOFEKSDCOVMV-XZUFYTFVSA-N

Molfile:  

     RDKit          2D

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  7  1  1  0
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  4  5  1  0
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  7  8  1  0
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  6 13  1  1
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  5 16  1  1
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
  2 21  1  6
 21 22  1  0
 21 23  1  0
  1 24  1  6
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4062736

   ---

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: 442.55

Molecular Weight (Monoisotopic): 442.2355

AlogP: 3.77

#Rotatable Bonds: 6

Polar Surface Area: 82.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.13

CX Basic pKa: ┄

CX LogP: 4.38

CX LogD: 4.38

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.53

Np Likeness Score: 2.48

References

1. Elliott DC, Beutler JA, Parker KA..  (2017)  Importance of a 4-Alkyl Substituent for Activity in the Englerin Series.,  8  (7): [PMID:28740610] [10.1021/acsmedchemlett.7b00161]

Source

Source(1):

• Scientific Literature