Chaetoviridin B

ID: ALA1802151

PubChem CID: 56676698

Max Phase: Preclinical

Molecular Formula: C23H29ClO7

Molecular Weight: 452.93

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Chaetoviridin B | CHEMBL1802151

Canonical SMILES:  CC[C@H](C)/C=C/C1=CC2=C(Cl)C(=O)[C@@]3(C)OC(O)(C(C)C(C)O)[C@@H](C(=O)O)[C@H]3C2=CO1

Standard InChI:  InChI=1S/C23H29ClO7/c1-6-11(2)7-8-14-9-15-16(10-30-14)17-18(21(27)28)23(29,12(3)13(4)25)31-22(17,5)20(26)19(15)24/h7-13,17-18,25,29H,6H2,1-5H3,(H,27,28)/b8-7+/t11-,12?,13?,17+,18+,22-,23?/m0/s1

Standard InChI Key:  TVZGDEYWRLMKPX-POQNFFFHSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
    5.3819    1.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0938    2.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8091    1.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8079    0.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5248    0.5012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2475    0.9144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2487    1.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5272    2.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0956    0.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3833    0.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7697    0.3699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1027   -0.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9221   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6667    2.1571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4722   -0.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0913    2.9836    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2155   -1.6981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6625    1.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9642    2.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6776    1.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3931    2.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1066    1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8221    2.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3951    2.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2965   -0.8807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0958   -1.2083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3833   -0.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6720   -0.3738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9544   -0.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3771   -1.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6783    0.4512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0875    1.3333    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 15  1  6
  4  5  2  0
  2 16  1  0
  5  6  1  0
 15 17  2  0
  6  7  1  0
 10 18  1  1
  7  8  2  0
  7 19  1  0
  9 10  1  0
 19 20  2  0
  1 10  1  0
 20 21  1  0
  9  4  1  0
 21 22  1  0
 22 23  1  0
  3  2  2  0
 21 24  1  1
  2  1  1  0
 15 25  1  0
 10 11  1  0
 12 26  1  0
 11 12  1  0
 12 27  1  0
 12 13  1  0
 27 28  1  0
 13  9  1  0
 28 29  1  0
  3  4  1  0
 27 30  1  0
  1 14  2  0
 28 31  1  0
  3  8  1  0
  9 32  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1802151

   CHAETOVIRIDIN B

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: 452.93

Molecular Weight (Monoisotopic): 452.1602

AlogP: 3.27

#Rotatable Bonds: 6

Polar Surface Area: 113.29

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.11

CX Basic pKa: ┄

CX LogP: 2.84

CX LogD: -0.25

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.57

Np Likeness Score: 2.87

References

1. Borges WS, Mancilla G, Guimarães DO, Durán-Patrón R, Collado IG, Pupo MT..  (2011)  Azaphilones from the endophyte Chaetomium globosum.,  74  (5): [PMID:21548578] [10.1021/np200110f]

Source

Source(1):

• Scientific Literature