ID: ALA2332633

Max Phase: Preclinical

Molecular Formula: C26H31N3O4

Molecular Weight: 449.55

Molecule Type: Small molecule

Representations

Synonyms (1): Notoamide C
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=CC(C)(C)[C@]1(C[C@@H]2NC(=O)[C@@H]3CCCN3C2=O)C(=O)Nc2c1ccc1c2C=CC(C)(C)O1

Standard InChI:  InChI=1S/C26H31N3O4/c1-6-24(2,3)26(14-17-22(31)29-13-7-8-18(29)21(30)27-17)16-9-10-19-15(20(16)28-23(26)32)11-12-25(4,5)33-19/h6,9-12,17-18H,1,7-8,13-14H2,2-5H3,(H,27,30)(H,28,32)/t17-,18-,26-/m0/s1

Standard InChI Key:  KNFZHRYXLWKRSU-XWXLMPLOSA-N

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

Properties

Molecular Weight: 449.55

Molecular Weight (Monoisotopic): 449.2315

AlogP: 3.15

#Rotatable Bonds: 4

Polar Surface Area: 87.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.91

CX Basic pKa:

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.69

Np Likeness Score: 2.27

References

1. Chen M, Shao CL, Fu XM, Xu RF, Zheng JJ, Zhao DL, She ZG, Wang CY..  (2013)  Bioactive indole alkaloids and phenyl ether derivatives from a marine-derived Aspergillus sp. Fungus.,  76  (4): [PMID:23527875] [10.1021/np300707x]

2. Kato H, Kai A, Kawabata T, Sunderhaus JD, McAfoos TJ, Finefield JM, Sugimoto Y, Williams RM, Tsukamoto S..  (2017)  Enantioselective inhibitory abilities of enantiomers of notoamides against RANKL-induced formation of multinuclear osteoclasts.,  27  (22): [PMID:29037945] [10.1016/j.bmcl.2017.10.017]

Source

Source(1):

• Scientific Literature