Neocyclomorusin

ID: ALA1770314

Chembl Id: CHEMBL1770314

Cas Number: 62596-35-4

PubChem CID: 5481973

Max Phase: Preclinical

Molecular Formula: C25H24O7

Molecular Weight: 436.46

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Neocyclomorusin | NEOCYCLOMORUSIN|62596-35-4|CHEMBL1770314|11,20-dihydroxy-16-(2-hydroxypropan-2-yl)-7,7-dimethyl-2,8,17-trioxapentacyclo[12.9.0.03,12.04,9.018,23]tricosa-1(14),3(12),4(9),5,10,18(23),19,21-octaen-13-one|DTXSID001316927|HY-N8272|BDBM50343140|AKOS040762102|FS-7909|CS-0142177|6,12-Dihydroxy-9-(1-hydroxy-isopropyl)-3,3-dimethyl-8H,9H-benzo[f]pyrano[6',5'-8,7]chromeno[3,2-d]oxepin-7-one

Canonical SMILES:  CC1(C)C=Cc2c(cc(O)c3c(=O)c4c(oc23)-c2ccc(O)cc2OC(C(C)(C)O)C4)O1

Standard InChI:  InChI=1S/C25H24O7/c1-24(2)8-7-14-18(32-24)11-16(27)20-21(28)15-10-19(25(3,4)29)30-17-9-12(26)5-6-13(17)22(15)31-23(14)20/h5-9,11,19,26-27,29H,10H2,1-4H3

Standard InChI Key:  BKIVBOLDWRIFMA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1770314

   NEOCYCLOMORUSIN

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: 436.46

Molecular Weight (Monoisotopic): 436.1522

AlogP: 4.13

#Rotatable Bonds: 1

Polar Surface Area: 109.36

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.54

CX Basic pKa:

CX LogP: 3.74

CX LogD: 3.50

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.53

Np Likeness Score: 2.95

References

1. Cho JK, Ryu YB, Curtis-Long MJ, Kim JY, Kim D, Lee S, Lee WS, Park KH..  (2011)  Inhibition and structural reliability of prenylated flavones from the stem bark of Morus lhou on β-secretase (BACE-1).,  21  (10): [PMID:21511472] [10.1016/j.bmcl.2011.03.060]

2. Anand P, Singh B.  (2013)  Flavonoids as lead compounds modulating the enzyme targets in Alzheimers disease,  22  (7): [10.1007/s00044-012-0353-y]

3. Liao YR, Kuo PC, Tsai WJ, Huang GJ, Lee KH, Wu TS..  (2017)  Bioactive chemical constituents from the root bark of Morus australis.,  27  (2): [PMID:27908762] [10.1016/j.bmcl.2016.11.046]

4. Dong H, Wu M, Xiang S, Song T, Li Y, Long B, Feng C, Shi Z..  (2022)  Total Syntheses and Antibacterial Evaluations of Neocyclomorusin and Related Flavones.,  85  (9.0): [PMID:36062892] [10.1021/acs.jnatprod.2c00658]

Source

Source(1):

• Scientific Literature