Penerpene I

ID: ALA4550698

Chembl Id: CHEMBL4550698

PubChem CID: 145721226

Max Phase: Preclinical

Molecular Formula: C27H35NO7

Molecular Weight: 485.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(O)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@@H](CC(=O)c4ccccc4N)[C@]3(C)C(=O)O)C2=CC1=O

Standard InChI:  InChI=1S/C27H35NO7/c1-24(2,33)22-20(30)14-17-21(35-22)10-11-25(3)26(4,23(31)32)15(9-12-27(17,25)34)13-19(29)16-7-5-6-8-18(16)28/h5-8,14-15,21-22,33-34H,9-13,28H2,1-4H3,(H,31,32)/t15-,21-,22-,25+,26+,27+/m0/s1

Standard InChI Key:  FLJLRZIYKVLJIA-IIIYCTOSSA-N

Alternative Forms

1. Parent:

   

   ALA4550698

   ---

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: 485.58

Molecular Weight (Monoisotopic): 485.2414

AlogP: 2.91

#Rotatable Bonds: 5

Polar Surface Area: 147.15

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.05

CX Basic pKa: 2.48

CX LogP: 2.59

CX LogD: -0.39

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.37

Np Likeness Score: 2.03

References

1. 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