Shearinine P

ID: ALA4460848

Chembl Id: CHEMBL4460848

PubChem CID: 155527792

Max Phase: Preclinical

Molecular Formula: C37H47NO7

Molecular Weight: 617.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)CC2=C(Cc3cc4c(cc32)NC(=O)[C@@]2(C)[C@@H](CC[C@@]3(O)C5=CC(=O)[C@@H](C(C)(C)O)O[C@H]5CC[C@@]32C)CC4=O)C(C)(C)O1

Standard InChI:  InChI=1S/C37H47NO7/c1-32(2)18-23-21-16-26-22(13-19(21)14-24(23)34(5,6)45-32)27(39)15-20-9-12-37(43)25-17-28(40)30(33(3,4)42)44-29(25)10-11-35(37,7)36(20,8)31(41)38-26/h13,16-17,20,29-30,42-43H,9-12,14-15,18H2,1-8H3,(H,38,41)/t20-,29-,30-,35+,36+,37+/m0/s1

Standard InChI Key:  BNEJPYPRABKVPF-UEBLGKCKSA-N

Alternative Forms

1. Parent:

   

   ALA4460848

   ---

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: 617.78

Molecular Weight (Monoisotopic): 617.3353

AlogP: 5.48

#Rotatable Bonds: 1

Polar Surface Area: 122.16

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.79

CX Basic pKa: ┄

CX LogP: 4.60

CX LogD: 4.60

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.38

Np Likeness Score: 2.08

References

1. Ariantari NP, Ancheeva E, Wang C, Mándi A, Knedel TO, Kurtán T, Chaidir C, Müller WEG, Kassack MU, Janiak C, Daletos G, Proksch P..  (2019)  Indole Diterpenoids from an Endophytic Penicillium sp.,  82  (6): [PMID:31117519] [10.1021/acs.jnatprod.8b00723]

2. Zhou LM, Kong FD, Fan P, Ma QY, Xie QY, Li JH, Zheng HZ, Zheng ZH, Yuan JZ, Dai HF, Luo DQ, Zhao YX..  (2019)  Indole-Diterpenoids with Protein Tyrosine Phosphatase Inhibitory Activities from the Marine-Derived Fungus Penicillium sp. KFD28.,  82  (9): [PMID:31469560] [10.1021/acs.jnatprod.9b00620]

Source

Source(1):

• Scientific Literature