NPASS drugs

Drug Information

Drug ID:	NPD1550
Drug Name:
Molecular Formula:	C15H12O4
Canonical SMILES:	Oc1cc2O[C@@H](CC(=O)c2c(c1)O)c1ccccc1
Standard InCHI:	"InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2/t13-/m0/s1"
Standard InCHIKey:	URFCJEUYXNAHFI-ZDUSSCGKSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1550

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	118930
0.1-0.2	80428
0.2-0.3	9470
0.3-0.4	1950
0.4-0.5	596
0.5-0.6	105
0.6-0.7	62
0.7-0.8	23
0.8-0.85	6
0.85-0.9	0
0.9-0.95	0
0.95-1	4

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	NPC243083
High Similarity	1.0	NPC13768
High Similarity	1.0	NPC287246
High Similarity	1.0	NPC612073
Intermediate Similarity	0.8222	NPC32441
Intermediate Similarity	0.8222	NPC311485
Intermediate Similarity	0.8222	NPC79943
Intermediate Similarity	0.8222	NPC601748
Intermediate Similarity	0.8085	NPC17192
Intermediate Similarity	0.8085	NPC563730
Intermediate Similarity	0.7872	NPC274784
Intermediate Similarity	0.7872	NPC20709
Intermediate Similarity	0.7872	NPC75455
Intermediate Similarity	0.7872	NPC607068
Intermediate Similarity	0.7609	NPC322277
Intermediate Similarity	0.7609	NPC182421
Intermediate Similarity	0.75	NPC107586
Intermediate Similarity	0.7447	NPC121886
Intermediate Similarity	0.7447	NPC506927
Intermediate Similarity	0.7347	NPC321011
Intermediate Similarity	0.7347	NPC294852
Intermediate Similarity	0.7347	NPC188679
Intermediate Similarity	0.7347	NPC602144
Intermediate Similarity	0.7143	NPC338131
Intermediate Similarity	0.7083	NPC295261
Intermediate Similarity	0.7083	NPC296490
Intermediate Similarity	0.7083	NPC5924
Intermediate Similarity	0.7083	NPC12296
Intermediate Similarity	0.7083	NPC585185
Intermediate Similarity	0.7059	NPC302950
Intermediate Similarity	0.7059	NPC608489
Intermediate Similarity	0.7021	NPC159051
Intermediate Similarity	0.7021	NPC569028
Remote Similarity	0.6939	NPC150648
Remote Similarity	0.6939	NPC95427
Remote Similarity	0.6939	NPC312391
Remote Similarity	0.6939	NPC235117
Remote Similarity	0.6939	NPC606103
Remote Similarity	0.6923	NPC571007
Remote Similarity	0.68	NPC482119
Remote Similarity	0.68	NPC482120
Remote Similarity	0.68	NPC513093
Remote Similarity	0.6792	NPC140925
Remote Similarity	0.6792	NPC236637
Remote Similarity	0.6735	NPC204515
Remote Similarity	0.6735	NPC169454
Remote Similarity	0.6735	NPC530034
Remote Similarity	0.6735	NPC603415
Remote Similarity	0.6731	NPC562799
Remote Similarity	0.6727	NPC477841
Remote Similarity	0.6667	NPC265871
Remote Similarity	0.6667	NPC108860
Remote Similarity	0.6667	NPC205093
Remote Similarity	0.6667	NPC606707
Remote Similarity	0.6607	NPC255155
Remote Similarity	0.66	NPC584480
Remote Similarity	0.6531	NPC476480
Remote Similarity	0.6531	NPC213322
Remote Similarity	0.6531	NPC84585
Remote Similarity	0.6531	NPC185752
Remote Similarity	0.6531	NPC575660
Remote Similarity	0.6531	NPC602466
Remote Similarity	0.6471	NPC255106
Remote Similarity	0.6471	NPC235165
Remote Similarity	0.6471	NPC317026
Remote Similarity	0.6471	NPC524965
Remote Similarity	0.64	NPC482121
Remote Similarity	0.64	NPC270964
Remote Similarity	0.6364	NPC258630
Remote Similarity	0.6316	NPC109223
Remote Similarity	0.6316	NPC10937
Remote Similarity	0.6316	NPC570932
Remote Similarity	0.6275	NPC37392
Remote Similarity	0.6275	NPC222224
Remote Similarity	0.6275	NPC576555
Remote Similarity	0.6275	NPC585447
Remote Similarity	0.6271	NPC80551
Remote Similarity	0.6271	NPC572221
Remote Similarity	0.625	NPC102166
Remote Similarity	0.625	NPC39045
Remote Similarity	0.6226	NPC503085
Remote Similarity	0.6182	NPC522960
Remote Similarity	0.6154	NPC194432
Remote Similarity	0.6154	NPC568297
Remote Similarity	0.6102	NPC108456
Remote Similarity	0.6102	NPC575618
Remote Similarity	0.6078	NPC267732
Remote Similarity	0.6078	NPC265310
Remote Similarity	0.6066	NPC507607
Remote Similarity	0.6066	NPC513909
Remote Similarity	0.6066	NPC551466
Remote Similarity	0.6066	NPC568545
Remote Similarity	0.6066	NPC611447
Remote Similarity	0.6034	NPC17170
Remote Similarity	0.6	NPC536802
Remote Similarity	0.5965	NPC1089
Remote Similarity	0.5965	NPC516876
Remote Similarity	0.5962	NPC74416
Remote Similarity	0.5962	NPC4152
Remote Similarity	0.5962	NPC536567
Remote Similarity	0.5932	NPC106976
Remote Similarity	0.5932	NPC224349
Remote Similarity	0.5902	NPC312973
Remote Similarity	0.5902	NPC475790
Remote Similarity	0.5873	NPC10029
Remote Similarity	0.5873	NPC577164
Remote Similarity	0.5862	NPC517483
Remote Similarity	0.5862	NPC532626
Remote Similarity	0.5862	NPC554547
Remote Similarity	0.5849	NPC200461
Remote Similarity	0.5849	NPC329203
Remote Similarity	0.5849	NPC254453
Remote Similarity	0.5849	NPC324386
Remote Similarity	0.5849	NPC52
Remote Similarity	0.5849	NPC222342
Remote Similarity	0.5849	NPC533814
Remote Similarity	0.5849	NPC551058
Remote Similarity	0.5849	NPC585233
Remote Similarity	0.5849	NPC585555
Remote Similarity	0.5833	NPC174953
Remote Similarity	0.5833	NPC349431
Remote Similarity	0.5833	NPC582712
Remote Similarity	0.5781	NPC118784
Remote Similarity	0.5781	NPC280595
Remote Similarity	0.5781	NPC494036
Remote Similarity	0.5781	NPC538374
Remote Similarity	0.5769	NPC233752
Remote Similarity	0.5769	NPC6407
Remote Similarity	0.5769	NPC545184
Remote Similarity	0.5763	NPC470135
Remote Similarity	0.5738	NPC134783
Remote Similarity	0.5738	NPC568565
Remote Similarity	0.5714	NPC35150
Remote Similarity	0.5714	NPC106328
Remote Similarity	0.5714	NPC548617
Remote Similarity	0.5714	NPC583959
Remote Similarity	0.5692	NPC281868
Remote Similarity	0.5692	NPC26195
Remote Similarity	0.5692	NPC490458
Remote Similarity	0.5692	NPC520692
Remote Similarity	0.5692	NPC564952
Remote Similarity	0.5692	NPC590378
Remote Similarity	0.5686	NPC532922
Remote Similarity	0.566	NPC119092
Remote Similarity	0.566	NPC54383
Remote Similarity	0.566	NPC88072
Remote Similarity	0.566	NPC15608
Remote Similarity	0.566	NPC177354
Remote Similarity	0.566	NPC577906
Remote Similarity	0.5645	NPC470890
Remote Similarity	0.5645	NPC200761
Remote Similarity	0.5645	NPC224053
Remote Similarity	0.5645	NPC539863
Remote Similarity	0.5625	NPC499954
Remote Similarity	0.5577	NPC225153
Remote Similarity	0.5577	NPC188243
Remote Similarity	0.5577	NPC479876
Remote Similarity	0.5577	NPC110228
Remote Similarity	0.5577	NPC492088
Remote Similarity	0.5577	NPC560552
Remote Similarity	0.5556	NPC99597
Remote Similarity	0.5556	NPC300668
Remote Similarity	0.5556	NPC73028
Remote Similarity	0.5556	NPC312048
Remote Similarity	0.5556	NPC473990
Remote Similarity	0.5556	NPC85026
Remote Similarity	0.5556	NPC91783
Remote Similarity	0.5556	NPC69531
Remote Similarity	0.5556	NPC561039
Remote Similarity	0.5556	NPC571367
Remote Similarity	0.5556	NPC594038
Remote Similarity	0.5538	NPC262400
Remote Similarity	0.5538	NPC296747
Remote Similarity	0.5538	NPC39101
Remote Similarity	0.5538	NPC317157
Remote Similarity	0.5538	NPC559346
Remote Similarity	0.5538	NPC581284
Remote Similarity	0.5536	NPC153724
Remote Similarity	0.5536	NPC209945
Remote Similarity	0.5536	NPC535045
Remote Similarity	0.5536	NPC592270
Remote Similarity	0.5536	NPC609747
Remote Similarity	0.5517	NPC76372
Remote Similarity	0.5517	NPC37496
Remote Similarity	0.5517	NPC69328
Remote Similarity	0.5517	NPC246465
Remote Similarity	0.5517	NPC41499
Remote Similarity	0.5517	NPC289116
Remote Similarity	0.5517	NPC589413
Remote Similarity	0.549	NPC329225
Remote Similarity	0.549	NPC147686
Remote Similarity	0.549	NPC151898
Remote Similarity	0.549	NPC609694
Remote Similarity	0.5484	NPC170678
Remote Similarity	0.5484	NPC571256
Remote Similarity	0.5472	NPC295739
Remote Similarity	0.5472	NPC145353
Remote Similarity	0.5472	NPC248372
Remote Similarity	0.5472	NPC14063
Remote Similarity	0.5472	NPC482487

Drug Structure

NPD1550 OpenBabel08211701082D 21 23 0 0 1 0 0 0 0 0999 V2000 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 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 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 -1.7321 0.0000 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 1.7321 -0.0000 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 -0.0000 -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 1 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 -0.8660 -1.5000 0.0000 C 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 -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 -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 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 9 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 6 11 1 0 0 0 0 7 10 1 0 0 0 0 7 14 2 0 0 0 0 8 12 1 0 0 0 0 8 13 1 0 0 0 0 10 16 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 15 1 0 0 0 0 12 18 2 0 0 0 0 13 9 1 6 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 19 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011119
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	68071
ChEBI
CAS Number

Drug Properties

Molecular Weight	256.07
ALogP	-1.3541
MLogP	2.67
XLogP	2.493
HDA	1
HBD	2
Rotatable Bonds	3
TPSA	66.76
RO5 Violation	0