ID: ALA2407168

Max Phase: Preclinical

Molecular Formula: C21H20O6

Molecular Weight: 368.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C1C[C@]23C[C@@]1(O)CC[C@H]2c1cc2c(C(=O)O)coc2c(C)c1[C@@H]3C(=O)O

Standard InChI:  InChI=1S/C21H20O6/c1-9-6-20-8-21(9,26)4-3-14(20)12-5-11-13(18(22)23)7-27-17(11)10(2)15(12)16(20)19(24)25/h5,7,14,16,26H,1,3-4,6,8H2,2H3,(H,22,23)(H,24,25)/t14-,16+,20-,21-/m0/s1

Standard InChI Key:  BFGDXTPDNVNFIQ-LJQHDNKASA-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: 368.38

Molecular Weight (Monoisotopic): 368.1260

AlogP: 3.57

#Rotatable Bonds: 2

Polar Surface Area: 107.97

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.07

CX Basic pKa:

CX LogP: 2.44

CX LogD: -3.21

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: 2.25

References

1. Kim KH, Choi SU, Son MW, Choi SZ, Clardy J, Lee KR..  (2013)  Pharbinilic acid, an allogibberic acid from morning glory (Pharbitis nil).,  76  (7): [PMID:23815260] [10.1021/np400326e]

2. Annand JR,Henderson AR,Cole KS,Maurais AJ,Becerra J,Liu Y,Weerapana E,Koehler AN,Mapp AK,Schindler CS.  (2020)  Gibberellin JRA-003: A Selective Inhibitor of Nuclear Translocation of IKKα.,  11  (10): [PMID:33062173] [10.1021/acsmedchemlett.9b00613]

Source

Source(1):

• Scientific Literature