Chrotacumine G

ID: ALA3262778

PubChem CID: 86294750

Max Phase: Preclinical

Molecular Formula: C28H31NO9

Molecular Weight: 525.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)O[C@@H]2CN(C)CC[C@@H]2c2c(O)cc(O)c3c(=O)cc(C)oc23)cc(OC)c1OC

Standard InChI:  InChI=1S/C28H31NO9/c1-15-10-18(30)26-20(32)13-19(31)25(28(26)37-15)17-8-9-29(2)14-23(17)38-24(33)7-6-16-11-21(34-3)27(36-5)22(12-16)35-4/h6-7,10-13,17,23,31-32H,8-9,14H2,1-5H3/b7-6+/t17-,23+/m0/s1

Standard InChI Key:  XAIGRQCJYCLMQC-UKRSXTBFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3262778

   [(3S,4R)-4-(5,7-dihydroxy-2-methyl-4-oxochromen-8-yl)-1-methylpiperidin-3-yl] (E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoate

Molecule Features

Natural Product: No

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: 525.55

Molecular Weight (Monoisotopic): 525.1999

AlogP: 3.58

#Rotatable Bonds: 7

Polar Surface Area: 127.90

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.20

CX Basic pKa: 6.84

CX LogP: 3.12

CX LogD: 2.86

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.35

Np Likeness Score: 1.28

References

1. Morita H, Nugroho AE, Nagakura Y, Hirasawa Y, Yoshida H, Kaneda T, Shirota O, Ismail IS..  (2014)  Chrotacumines G-J, chromone alkaloids from Dysoxylum acutangulum with osteoclast differentiation inhibitory activity.,  24  (11): [PMID:24767841] [10.1016/j.bmcl.2014.04.020]

Source

Source(1):

• Scientific Literature