lissoclibadin 2

ID: ALA223012

PubChem CID: 11657934

Max Phase: Preclinical

Molecular Formula: C26H38N2O4S5

Molecular Weight: 602.94

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Lissoclibadin 2 | lissoclibadin 2|CHEBI:66580|CHEMBL223012|Q27135195|2,2'-[3,4,9,10-tetramethoxy-2,8-bis(methylsulfanyl)dibenzo[c,f][1,2,5]trithiepine-1,7-diyl]bis(N,N-dimethylethanamine)|2-[4-[2-(dimethylamino)ethyl]-1,2,7,8-tetramethoxy-3,9-bis(methylsulfanyl)benzo[c][1,2,5]benzotrithiepin-10-yl]-N,N-dimethylethanamine

Canonical SMILES:  COc1c(SC)c(CCN(C)C)c2sc3c(OC)c(OC)c(SC)c(CCN(C)C)c3ssc2c1OC

Standard InChI:  InChI=1S/C26H38N2O4S5/c1-27(2)13-11-15-21(33-9)18(30-6)20(32-8)26-23(15)35-25-19(31-7)17(29-5)22(34-10)16(12-14-28(3)4)24(25)36-37-26/h11-14H2,1-10H3

Standard InChI Key:  MGWYCLOYGLKCFF-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA223012

   LISSOCLIBADIN 2

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: 602.94

Molecular Weight (Monoisotopic): 602.1435

AlogP: 6.99

#Rotatable Bonds: 12

Polar Surface Area: 43.40

Molecular Species: BASE

HBA: 11

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.33

CX LogP: 5.45

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.16

Np Likeness Score: 0.46

References

1. Nakazawa T, Xu J, Nishikawa T, Oda T, Fujita A, Ukai K, Mangindaan RE, Rotinsulu H, Kobayashi H, Namikoshi M..  (2007)  Lissoclibadins 4-7, polysulfur aromatic alkaloids from the Indonesian ascidian Lissoclinum cf. badium.,  70  (3): [PMID:17269824] [10.1021/np060593c]

2. Davison EK, Sperry J..  (2017)  Natural Products with Heteroatom-Rich Ring Systems.,  80  (11): [PMID:29135244] [10.1021/acs.jnatprod.7b00575]

Source

Source(1):

• Scientific Literature