adametizine A

ID: ALA3581167

PubChem CID: 101913793

Max Phase: Preclinical

Molecular Formula: C21H23ClN2O8S2

Molecular Weight: 531.01

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc([C@@H]2SS[C@@]34C[C@]5(O)[C@H](Cl)C=C[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)c(O)c1OC

Standard InChI:  InChI=1S/C21H23ClN2O8S2/c1-23-13-16(9-4-6-11(30-2)15(31-3)14(9)26)33-34-21(19(23)28)8-20(29)12(22)7-5-10(25)17(20)32-24(21)18(13)27/h4-7,10,12-13,16-17,25-26,29H,8H2,1-3H3/t10-,12-,13-,16+,17+,20+,21-/m1/s1

Standard InChI Key:  AWPMMJDFXQCEES-FEHKQZEWSA-N

Molfile:  

     RDKit          2D

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    5.0885   -3.1894    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
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  5  8  1  0
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  9  8  1  0
  9 10  1  0
  9 12  1  0
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 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 22 23  1  0
 20 22  1  0
 24 25  1  0
 19 24  1  0
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  4 27  1  6
  5 28  1  6
  6 29  1  6
 10 30  1  6
 30 31  1  0
 15 31  1  0
 13 32  1  6
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  3 34  1  1
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 15 37  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3581167

   (1R,3R,4R,7R,8S,12S,13S)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.01,10.03,8]heptadec-5-ene-11,16-dione

Molecule Features

Natural Product: Yes

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: 531.01

Molecular Weight (Monoisotopic): 530.0584

AlogP: 1.18

#Rotatable Bonds: 3

Polar Surface Area: 129.00

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.71

CX Basic pKa: ┄

CX LogP: 1.30

CX LogD: 1.29

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: 1.53

References

1. Liu Y, Li XM, Meng LH, Jiang WL, Xu GM, Huang CG, Wang BG..  (2015)  Bisthiodiketopiperazines and Acorane Sesquiterpenes Produced by the Marine-Derived Fungus Penicillium adametzioides AS-53 on Different Culture Media.,  78  (6): [PMID:26039736] [10.1021/acs.jnatprod.5b00102]

Source

Source(1):

• Scientific Literature