haenamindole

ID: ALA3634617

Chembl Id: CHEMBL3634617

PubChem CID: 122196250

Max Phase: Preclinical

Molecular Formula: C29H28N4O5

Molecular Weight: 512.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1N[C@@H](Cc2ccccc2)C(=O)N(O)[C@@H]1C[C@]1(O)c2ccccc2N2C(=O)C[C@@H](c3ccccc3)N[C@H]21

Standard InChI:  InChI=1S/C29H28N4O5/c34-25-16-21(19-11-5-2-6-12-19)31-28-29(37,20-13-7-8-14-23(20)32(25)28)17-24-26(35)30-22(27(36)33(24)38)15-18-9-3-1-4-10-18/h1-14,21-22,24,28,31,37-38H,15-17H2,(H,30,35)/t21-,22-,24+,28+,29-/m0/s1

Standard InChI Key:  IAICBPZDIBCDOH-JFGOBNIUSA-N

Alternative Forms

1. Parent:

   

   ALA3634617

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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: 512.57

Molecular Weight (Monoisotopic): 512.2060

AlogP: 2.00

#Rotatable Bonds: 5

Polar Surface Area: 122.21

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.65

CX Basic pKa: 5.12

CX LogP: 1.92

CX LogD: 1.72

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.39

Np Likeness Score: 1.05

References

1. Kim JW, Ko SK, Son S, Shin KS, Ryoo IJ, Hong YS, Oh H, Hwang BY, Hirota H, Takahashi S, Kim BY, Osada H, Jang JH, Ahn JS..  (2015)  Haenamindole, an unusual diketopiperazine derivative from a marine-derived Penicillium sp. KCB12F005.,  25  (22): [PMID:26403931] [10.1016/j.bmcl.2015.09.026]

Source

Source(1):

• Scientific Literature