Chlovalicin

ID: ALA4553370

PubChem CID: 155555612

Max Phase: Preclinical

Molecular Formula: C16H25ClO5

Molecular Weight: 332.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@@H]1C(=O)CC[C@](O)(CCl)[C@@]1(O)[C@@]1(C)O[C@@H]1CC=C(C)C

Standard InChI:  InChI=1S/C16H25ClO5/c1-10(2)5-6-12-14(3,22-12)16(20)13(21-4)11(18)7-8-15(16,19)9-17/h5,12-13,19-20H,6-9H2,1-4H3/t12-,13-,14+,15+,16+/m1/s1

Standard InChI Key:  NZVBMSJIHBRYNA-OWYFMNJBSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   14.3999   -4.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3999   -5.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1093   -5.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8187   -5.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8187   -4.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1093   -3.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1093   -6.2528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5300   -5.4366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5288   -6.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1093   -2.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8211   -2.5589    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.9554   -3.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6660   -4.2139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3791   -3.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0856   -4.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3815   -2.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5303   -3.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2424   -4.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2437   -3.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5254   -4.6142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3916   -3.3802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5254   -2.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  3  7  2  0
  4  8  1  6
  8  9  1  0
  6 10  1  0
 10 11  1  0
  5 17  1  0
 18 12  1  6
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 18 17  1  0
 18 19  1  0
 17 19  1  0
  5 20  1  6
  6 21  1  1
 17 22  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4553370

   ---

Molecule Features

Natural Product: Yes

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: 332.82

Molecular Weight (Monoisotopic): 332.1391

AlogP: 1.58

#Rotatable Bonds: 5

Polar Surface Area: 79.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.52

CX Basic pKa: ┄

CX LogP: 1.45

CX LogD: 1.45

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.45

Np Likeness Score: 2.73

References

1. Liu DH, Sun YZ, Kurtán T, Mándi A, Tang H, Li J, Su L, Zhuang CL, Liu ZY, Zhang W..  (2019)  Osteoclastogenesis Regulation Metabolites from the Coral-Associated Fungus Pseudallescheria boydii TW-1024-3.,  82  (5): [PMID:30978020] [10.1021/acs.jnatprod.8b01053]

Source

Source(1):

• Scientific Literature