ent-6beta,7beta-dihydroxy-(14beta-O-(O2-methoxyacyl-1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate)butyryl)-1,15-dioxo-7,20-epoxy-16-kaurene

ID: ALA4762493

PubChem CID: 162660553

Max Phase: Preclinical

Molecular Formula: C30H41N3O11

Molecular Weight: 619.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)[C@]23[C@H](OC(=O)CCCC(=O)OCO/N=[N+](\[O-])N4CCCC4)[C@H]1CC[C@H]2[C@@]12CO[C@@]3(O)[C@@H](O)[C@@H]1C(C)(C)CCC2=O

Standard InChI:  InChI=1S/C30H41N3O11/c1-17-18-9-10-19-28-15-42-30(39,25(38)23(28)27(2,3)12-11-20(28)34)29(19,24(17)37)26(18)44-22(36)8-6-7-21(35)41-16-43-31-33(40)32-13-4-5-14-32/h18-19,23,25-26,38-39H,1,4-16H2,2-3H3/b33-31-/t18-,19-,23+,25-,26+,28+,29-,30-/m0/s1

Standard InChI Key:  IOWVOMWIFMCWGE-XNZNWGJOSA-N

Molfile:  

 
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M  CHG  2  41   1  47  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4762493

   ---

Molecule Features

Natural Product: No

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: 619.67

Molecular Weight (Monoisotopic): 619.2741

AlogP: 1.71

#Rotatable Bonds: 9

Polar Surface Area: 187.33

Molecular Species: ACID

HBA: 12

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.03

CX Basic pKa: ┄

CX LogP: -0.69

CX LogD: 1.34

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.07

Np Likeness Score: 2.26

References

1. Xu S,Wang G,Lin Y,Zhang Y,Pei L,Yao H,Hu M,Qiu Y,Huang Z,Zhang Y,Xu J.  (2016)  Novel anticancer oridonin derivatives possessing a diazen-1-ium-1,2-diolate nitric oxide donor moiety: Design, synthesis, biological evaluation and nitric oxide release studies.,  26  (12.0): [PMID:27158140] [10.1016/j.bmcl.2016.04.068]

Source

Source(1):

• Scientific Literature