NPASS drugs

Drug Information

Drug ID:	NPD5494
Drug Name:
Molecular Formula:	C23H22O6
Canonical SMILES:	COc1cc2c(cc1OC)OC[C@@H]1[C@H]2C(=O)c2c(O1)c1C[C@@H](Oc1cc2)C(=C)C
Standard InCHI:	"InChI=1S/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16-,20-,21+/m1/s1"
Standard InCHIKey:	JUVIOZPCNVVQFO-HBGVWJBISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5494

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	106764
0.1-0.2	100937
0.2-0.3	3818
0.3-0.4	132
0.4-0.5	26
0.5-0.6	16
0.6-0.7	21
0.7-0.8	10
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	8

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC239374
High Similarity	1.0	NPC298093
High Similarity	1.0	NPC311014
High Similarity	1.0	NPC509010
High Similarity	1.0	NPC576769
High Similarity	1.0	NPC600423
High Similarity	1.0	NPC601413
High Similarity	1.0	NPC602612
High Similarity	0.8548	NPC128293
Intermediate Similarity	0.8254	NPC574935
Intermediate Similarity	0.7656	NPC173292
Intermediate Similarity	0.7313	NPC524463
Intermediate Similarity	0.7313	NPC525897
Intermediate Similarity	0.7206	NPC570561
Intermediate Similarity	0.7164	NPC479307
Intermediate Similarity	0.7164	NPC162029
Intermediate Similarity	0.7164	NPC273959
Intermediate Similarity	0.7164	NPC496435
Intermediate Similarity	0.7015	NPC478962
Intermediate Similarity	0.7015	NPC528299
Remote Similarity	0.6857	NPC532071
Remote Similarity	0.6625	NPC572027
Remote Similarity	0.6286	NPC16953
Remote Similarity	0.6286	NPC231893
Remote Similarity	0.6286	NPC165549
Remote Similarity	0.6286	NPC254968
Remote Similarity	0.6286	NPC602658
Remote Similarity	0.625	NPC552391
Remote Similarity	0.6216	NPC268183
Remote Similarity	0.6197	NPC266576
Remote Similarity	0.6197	NPC116795
Remote Similarity	0.6197	NPC152477
Remote Similarity	0.6197	NPC168666
Remote Similarity	0.6197	NPC307704
Remote Similarity	0.6129	NPC518927
Remote Similarity	0.6129	NPC602167
Remote Similarity	0.6056	NPC98929
Remote Similarity	0.6056	NPC222558
Remote Similarity	0.6056	NPC561765
Remote Similarity	0.6023	NPC534088
Remote Similarity	0.6023	NPC550511
Remote Similarity	0.5904	NPC473883
Remote Similarity	0.5904	NPC563636
Remote Similarity	0.589	NPC103307
Remote Similarity	0.589	NPC216795
Remote Similarity	0.5833	NPC528544
Remote Similarity	0.5753	NPC549185
Remote Similarity	0.5694	NPC518795
Remote Similarity	0.5467	NPC121333
Remote Similarity	0.5269	NPC524044
Remote Similarity	0.5217	NPC478199
Remote Similarity	0.5217	NPC604691
Remote Similarity	0.5195	NPC515486
Remote Similarity	0.5128	NPC509692
Remote Similarity	0.5072	NPC8636
Remote Similarity	0.5072	NPC523877
Remote Similarity	0.5065	NPC507012

Drug Structure

NPD5494 OpenBabel08211708292D 29 33 0 0 1 0 0 0 0 0999 V2000 -3.9049 -1.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9049 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4049 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 -2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 11 2 0 0 0 0 2 11 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 15 1 0 0 0 0 7 13 2 0 0 0 0 7 18 1 0 0 0 0 8 14 1 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 9 19 1 0 0 0 0 10 27 1 0 0 0 0 12 22 1 0 0 0 0 12 23 2 0 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 14 23 1 0 0 0 0 15 28 1 0 0 0 0 16 11 1 1 0 0 0 16 28 1 0 0 0 0 17 27 1 0 0 0 0 18 19 2 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 20 10 1 6 0 0 0 20 21 1 0 0 0 0 20 29 1 0 0 0 0 21 13 1 6 0 0 0 21 22 1 0 0 0 0 22 24 2 0 0 0 0 23 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001600
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6758
ChEBI
CAS Number

Drug Properties

Molecular Weight	394.14
ALogP	0.1527
MLogP	3.33
XLogP	2.076
HDA	1
HBD	0
Rotatable Bonds	6
TPSA	63.22
RO5 Violation	0