NPASS drugs

Drug Information

Drug ID:	NPD2393
Drug Name:
Molecular Formula:	C17H16O6
Canonical SMILES:	Oc1ccc(cc1O)C1CC(=O)c2c(O1)c(C)c(c(c2O)C)O
Standard InCHI:	"InChI=1S/C17H16O6/c1-7-15(21)8(2)17-14(16(7)22)12(20)6-13(23-17)9-3-4-10(18)11(19)5-9/h3-5,13,18-19,21-22H,6H2,1-2H3"
Standard InCHIKey:	AESMRHCYHARBLU-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2393

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	113337
0.1-0.2	86236
0.2-0.3	10323
0.3-0.4	1404
0.4-0.5	338
0.5-0.6	71
0.6-0.7	12
0.7-0.8	11
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

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	NPC192083
High Similarity	1.0	NPC534162
Intermediate Similarity	0.7917	NPC167624
Intermediate Similarity	0.7917	NPC166482
Intermediate Similarity	0.7917	NPC515607
Intermediate Similarity	0.7917	NPC609181
Intermediate Similarity	0.7347	NPC248372
Intermediate Similarity	0.7347	NPC81987
Intermediate Similarity	0.72	NPC542454
Intermediate Similarity	0.7059	NPC305881
Intermediate Similarity	0.7059	NPC296917
Intermediate Similarity	0.7059	NPC170907
Intermediate Similarity	0.7037	NPC567313
Remote Similarity	0.6923	NPC480995
Remote Similarity	0.6923	NPC477503
Remote Similarity	0.6604	NPC324134
Remote Similarity	0.6604	NPC40833
Remote Similarity	0.6545	NPC544601
Remote Similarity	0.6545	NPC558621
Remote Similarity	0.6429	NPC270789
Remote Similarity	0.6364	NPC507825
Remote Similarity	0.6071	NPC1646
Remote Similarity	0.6	NPC485881
Remote Similarity	0.6	NPC511628
Remote Similarity	0.6	NPC610133
Remote Similarity	0.5965	NPC231134
Remote Similarity	0.5965	NPC40473
Remote Similarity	0.5926	NPC184939
Remote Similarity	0.5849	NPC103991
Remote Similarity	0.5833	NPC539061
Remote Similarity	0.5833	NPC539386
Remote Similarity	0.5818	NPC110776
Remote Similarity	0.5806	NPC311459
Remote Similarity	0.5806	NPC32220
Remote Similarity	0.5741	NPC498322
Remote Similarity	0.5741	NPC603284
Remote Similarity	0.5714	NPC321011
Remote Similarity	0.5714	NPC294852
Remote Similarity	0.5714	NPC135602
Remote Similarity	0.5714	NPC188679
Remote Similarity	0.5714	NPC602144
Remote Similarity	0.5636	NPC1612
Remote Similarity	0.5636	NPC183959
Remote Similarity	0.5614	NPC12073
Remote Similarity	0.5614	NPC573532
Remote Similarity	0.5574	NPC193850
Remote Similarity	0.5574	NPC524391
Remote Similarity	0.5556	NPC211376
Remote Similarity	0.5556	NPC238028
Remote Similarity	0.5538	NPC98122
Remote Similarity	0.5538	NPC498924
Remote Similarity	0.5536	NPC110038
Remote Similarity	0.5536	NPC500739
Remote Similarity	0.5536	NPC546257
Remote Similarity	0.5536	NPC610021
Remote Similarity	0.5522	NPC561604
Remote Similarity	0.5517	NPC50743
Remote Similarity	0.5517	NPC159020
Remote Similarity	0.5517	NPC537486
Remote Similarity	0.55	NPC563011
Remote Similarity	0.5441	NPC533254
Remote Similarity	0.5439	NPC480992
Remote Similarity	0.541	NPC49041
Remote Similarity	0.541	NPC168569
Remote Similarity	0.541	NPC157893
Remote Similarity	0.541	NPC550951
Remote Similarity	0.5397	NPC23871
Remote Similarity	0.5397	NPC548042
Remote Similarity	0.5373	NPC192446
Remote Similarity	0.5373	NPC108314
Remote Similarity	0.5345	NPC2416
Remote Similarity	0.5273	NPC213322
Remote Similarity	0.5263	NPC189047
Remote Similarity	0.5263	NPC324386
Remote Similarity	0.5263	NPC52
Remote Similarity	0.5263	NPC531771
Remote Similarity	0.5263	NPC585233
Remote Similarity	0.5254	NPC574298
Remote Similarity	0.5238	NPC246086
Remote Similarity	0.5238	NPC310655
Remote Similarity	0.5238	NPC492050
Remote Similarity	0.5238	NPC538289
Remote Similarity	0.5238	NPC592020
Remote Similarity	0.5231	NPC95933
Remote Similarity	0.5156	NPC183344
Remote Similarity	0.5088	NPC496085
Remote Similarity	0.5088	NPC512005
Remote Similarity	0.5088	NPC543685
Remote Similarity	0.5085	NPC474208
Remote Similarity	0.5085	NPC271590
Remote Similarity	0.5085	NPC505590
Remote Similarity	0.5082	NPC114240
Remote Similarity	0.5079	NPC258629
Remote Similarity	0.5077	NPC122003
Remote Similarity	0.5077	NPC497562
Remote Similarity	0.5075	NPC75176

Drug Structure

NPD2393 OpenBabel08211702172D 27 29 0 0 1 0 0 0 0 0999 V2000 -3.4641 -2.0000 0.0000 C 0 0 0 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 1.7321 1.0000 0.0000 C 0 0 0 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 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 3 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 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 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 5.1962 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 8 1 0 0 0 0 3 4 2 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 9 2 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 6 13 1 0 0 0 0 7 15 2 0 0 0 0 7 16 1 0 0 0 0 8 15 1 0 0 0 0 8 17 2 0 0 0 0 9 13 1 0 0 0 0 10 11 2 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 14 1 0 0 0 0 12 20 2 0 0 0 0 13 23 1 0 0 0 0 14 16 2 0 0 0 0 14 17 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006966
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	316.09
ALogP	-0.9907
MLogP	2.67
XLogP	0.587
HDA	1
HBD	4
Rotatable Bonds	7
TPSA	107.22
RO5 Violation	0