NPASS drugs

Drug Information

Drug ID:	NPD1552
Drug Name:
Molecular Formula:	C15H12O5
Canonical SMILES:	Oc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O
Standard InCHI:	"InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1"
Standard InCHIKey:	FTVWIRXFELQLPI-ZDUSSCGKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1552

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	122832
0.1-0.2	74048
0.2-0.3	11141
0.3-0.4	2352
0.4-0.5	923
0.5-0.6	66
0.6-0.7	87
0.7-0.8	35
0.8-0.85	8
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	NPC32441
High Similarity	1.0	NPC311485
High Similarity	1.0	NPC79943
High Similarity	1.0	NPC601748
Intermediate Similarity	0.8222	NPC243083
Intermediate Similarity	0.8222	NPC13768
Intermediate Similarity	0.8222	NPC287246
Intermediate Similarity	0.8222	NPC612073
Intermediate Similarity	0.8085	NPC321011
Intermediate Similarity	0.8085	NPC294852
Intermediate Similarity	0.8085	NPC188679
Intermediate Similarity	0.8085	NPC602144
Intermediate Similarity	0.7872	NPC274784
Intermediate Similarity	0.7872	NPC20709
Intermediate Similarity	0.7872	NPC75455
Intermediate Similarity	0.7872	NPC607068
Intermediate Similarity	0.7826	NPC295261
Intermediate Similarity	0.7826	NPC296490
Intermediate Similarity	0.7826	NPC585185
Intermediate Similarity	0.7708	NPC17192
Intermediate Similarity	0.7708	NPC563730
Intermediate Similarity	0.7609	NPC322277
Intermediate Similarity	0.7609	NPC182421
Intermediate Similarity	0.76	NPC571007
Intermediate Similarity	0.7455	NPC80551
Intermediate Similarity	0.7455	NPC572221
Intermediate Similarity	0.7451	NPC140925
Intermediate Similarity	0.7451	NPC236637
Intermediate Similarity	0.7447	NPC121886
Intermediate Similarity	0.7447	NPC506927
Intermediate Similarity	0.7358	NPC477841
Intermediate Similarity	0.7193	NPC507607
Intermediate Similarity	0.7193	NPC551466
Intermediate Similarity	0.7193	NPC568545
Intermediate Similarity	0.7193	NPC611447
Intermediate Similarity	0.7143	NPC338131
Intermediate Similarity	0.7143	NPC200461
Intermediate Similarity	0.7143	NPC107586
Intermediate Similarity	0.7143	NPC329203
Intermediate Similarity	0.7143	NPC324386
Intermediate Similarity	0.7143	NPC52
Intermediate Similarity	0.7143	NPC222342
Intermediate Similarity	0.7143	NPC585233
Intermediate Similarity	0.7083	NPC5924
Intermediate Similarity	0.7083	NPC12296
Intermediate Similarity	0.7059	NPC302950
Intermediate Similarity	0.7059	NPC608489
Remote Similarity	0.6939	NPC119092
Remote Similarity	0.6939	NPC54383
Remote Similarity	0.6939	NPC88072
Remote Similarity	0.6909	NPC109223
Remote Similarity	0.6909	NPC10937
Remote Similarity	0.6909	NPC570932
Remote Similarity	0.6833	NPC538374
Remote Similarity	0.6809	NPC329225
Remote Similarity	0.6809	NPC147686
Remote Similarity	0.6809	NPC151898
Remote Similarity	0.6809	NPC609694
Remote Similarity	0.68	NPC300668
Remote Similarity	0.68	NPC513093
Remote Similarity	0.68	NPC561039
Remote Similarity	0.6735	NPC295739
Remote Similarity	0.6735	NPC145353
Remote Similarity	0.6735	NPC327838
Remote Similarity	0.6735	NPC498322
Remote Similarity	0.6735	NPC499152
Remote Similarity	0.6735	NPC535538
Remote Similarity	0.6735	NPC603284
Remote Similarity	0.6731	NPC562799
Remote Similarity	0.6721	NPC281868
Remote Similarity	0.6667	NPC469764
Remote Similarity	0.6667	NPC152280
Remote Similarity	0.6667	NPC545930
Remote Similarity	0.6667	NPC606248
Remote Similarity	0.661	NPC312048
Remote Similarity	0.661	NPC91783
Remote Similarity	0.661	NPC69531
Remote Similarity	0.6607	NPC255155
Remote Similarity	0.66	NPC584480
Remote Similarity	0.6531	NPC225153
Remote Similarity	0.6531	NPC479876
Remote Similarity	0.6531	NPC560552
Remote Similarity	0.6491	NPC134171
Remote Similarity	0.6491	NPC516874
Remote Similarity	0.6491	NPC579194
Remote Similarity	0.6481	NPC59268
Remote Similarity	0.6471	NPC524965
Remote Similarity	0.6471	NPC549917
Remote Similarity	0.6471	NPC593936
Remote Similarity	0.6458	NPC514444
Remote Similarity	0.64	NPC201227
Remote Similarity	0.64	NPC258474
Remote Similarity	0.64	NPC166723
Remote Similarity	0.64	NPC211849
Remote Similarity	0.64	NPC307178
Remote Similarity	0.64	NPC518744
Remote Similarity	0.64	NPC525733
Remote Similarity	0.64	NPC551734
Remote Similarity	0.6393	NPC577164
Remote Similarity	0.6364	NPC258630
Remote Similarity	0.6346	NPC256803
Remote Similarity	0.6346	NPC507811
Remote Similarity	0.6346	NPC552600
Remote Similarity	0.6316	NPC470135
Remote Similarity	0.6275	NPC496085
Remote Similarity	0.6275	NPC543685
Remote Similarity	0.6275	NPC551835
Remote Similarity	0.6275	NPC588384
Remote Similarity	0.625	NPC578810
Remote Similarity	0.623	NPC583959
Remote Similarity	0.6226	NPC503085
Remote Similarity	0.6167	NPC312973
Remote Similarity	0.614	NPC231949
Remote Similarity	0.614	NPC100148
Remote Similarity	0.6129	NPC499954
Remote Similarity	0.6102	NPC108456
Remote Similarity	0.6102	NPC546514
Remote Similarity	0.6102	NPC575618
Remote Similarity	0.6078	NPC328042
Remote Similarity	0.6066	NPC513909
Remote Similarity	0.6038	NPC475267
Remote Similarity	0.6038	NPC554034
Remote Similarity	0.6034	NPC17170
Remote Similarity	0.6034	NPC545625
Remote Similarity	0.6032	NPC296747
Remote Similarity	0.6032	NPC317157
Remote Similarity	0.6032	NPC559346
Remote Similarity	0.6032	NPC581284
Remote Similarity	0.6	NPC159051
Remote Similarity	0.6	NPC33091
Remote Similarity	0.6	NPC482472
Remote Similarity	0.6	NPC504020
Remote Similarity	0.6	NPC536802
Remote Similarity	0.6	NPC569028
Remote Similarity	0.5968	NPC51760
Remote Similarity	0.5962	NPC62290
Remote Similarity	0.5962	NPC142731
Remote Similarity	0.5962	NPC326506
Remote Similarity	0.5962	NPC104616
Remote Similarity	0.5962	NPC117897
Remote Similarity	0.5938	NPC224851
Remote Similarity	0.5938	NPC541995
Remote Similarity	0.5938	NPC562893
Remote Similarity	0.5932	NPC106976
Remote Similarity	0.5932	NPC224349
Remote Similarity	0.5926	NPC310135
Remote Similarity	0.5902	NPC475790
Remote Similarity	0.5882	NPC476480
Remote Similarity	0.5882	NPC84585
Remote Similarity	0.5882	NPC185752
Remote Similarity	0.5882	NPC602466
Remote Similarity	0.5873	NPC10029
Remote Similarity	0.5849	NPC557447
Remote Similarity	0.5849	NPC558664
Remote Similarity	0.5849	NPC594172
Remote Similarity	0.5846	NPC598189
Remote Similarity	0.5833	NPC174953
Remote Similarity	0.5833	NPC582712
Remote Similarity	0.5806	NPC18795
Remote Similarity	0.5806	NPC88964
Remote Similarity	0.5806	NPC572307
Remote Similarity	0.5789	NPC480991
Remote Similarity	0.5781	NPC118784
Remote Similarity	0.5781	NPC280595
Remote Similarity	0.5781	NPC494036
Remote Similarity	0.5769	NPC472460
Remote Similarity	0.5769	NPC264083
Remote Similarity	0.5769	NPC233752
Remote Similarity	0.5769	NPC6407
Remote Similarity	0.5769	NPC545184
Remote Similarity	0.5769	NPC549596
Remote Similarity	0.5769	NPC571152
Remote Similarity	0.5741	NPC135602
Remote Similarity	0.5738	NPC134783
Remote Similarity	0.5738	NPC170678
Remote Similarity	0.5738	NPC568565
Remote Similarity	0.5738	NPC571256
Remote Similarity	0.5714	NPC59806
Remote Similarity	0.5714	NPC124443
Remote Similarity	0.5714	NPC159226
Remote Similarity	0.5714	NPC118256
Remote Similarity	0.5714	NPC96301
Remote Similarity	0.5714	NPC100677
Remote Similarity	0.5714	NPC132287
Remote Similarity	0.5714	NPC198489
Remote Similarity	0.5714	NPC61112
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	0.569	NPC107572
Remote Similarity	0.569	NPC32739
Remote Similarity	0.569	NPC191660
Remote Similarity	0.569	NPC56673
Remote Similarity	0.566	NPC1612
Remote Similarity	0.566	NPC150648
Remote Similarity	0.566	NPC95427
Remote Similarity	0.566	NPC312391
Remote Similarity	0.566	NPC183959

Drug Structure

NPD1552 OpenBabel08211701082D 23 25 0 0 1 0 0 0 0 0999 V2000 1.7321 1.0000 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 2.5981 1.5000 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 -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 3.4641 1.0000 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 4.3301 1.5000 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 -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 4.3301 2.5000 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 3 1 0 0 0 0 1 8 2 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 9 2 0 0 0 0 4 9 1 0 0 0 0 5 10 2 0 0 0 0 5 11 1 0 0 0 0 6 10 1 0 0 0 0 6 14 2 0 0 0 0 7 12 1 0 0 0 0 7 13 1 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 11 15 2 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 12 19 2 0 0 0 0 13 8 1 6 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 20 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC007019
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	439246
ChEBI
CAS Number

Drug Properties

Molecular Weight	272.07
ALogP	-1.8144
MLogP	2.56
XLogP	0.897
HDA	1
HBD	3
Rotatable Bonds	4
TPSA	86.99
RO5 Violation	0