NPASS drugs

Drug Information

Drug ID:	NPD1511
Drug Name:
Molecular Formula:	C15H10O6
Canonical SMILES:	Oc1cc(O)c2c(c1)oc(cc2=O)c1ccc(c(c1)O)O
Standard InCHI:	"InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H"
Standard InCHIKey:	IQPNAANSBPBGFQ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1511

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	167825
0.1-0.2	33637
0.2-0.3	5790
0.3-0.4	3192
0.4-0.5	1060
0.5-0.6	125
0.6-0.7	60
0.7-0.8	12
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	NPC279121
Intermediate Similarity	0.8222	NPC50898
Intermediate Similarity	0.8043	NPC175013
Intermediate Similarity	0.75	NPC521353
Intermediate Similarity	0.7447	NPC78540
Intermediate Similarity	0.7447	NPC605361
Intermediate Similarity	0.7241	NPC514197
Intermediate Similarity	0.7241	NPC525464
Intermediate Similarity	0.7241	NPC603692
Intermediate Similarity	0.7241	NPC610480
Intermediate Similarity	0.7119	NPC511205
Intermediate Similarity	0.7119	NPC532162
Intermediate Similarity	0.7	NPC504255
Intermediate Similarity	0.7	NPC528552
Intermediate Similarity	0.7	NPC557335
Remote Similarity	0.6939	NPC275772
Remote Similarity	0.6939	NPC20791
Remote Similarity	0.6863	NPC584149
Remote Similarity	0.6863	NPC610974
Remote Similarity	0.6852	NPC52005
Remote Similarity	0.6852	NPC1587
Remote Similarity	0.6852	NPC609485
Remote Similarity	0.68	NPC179271
Remote Similarity	0.68	NPC274121
Remote Similarity	0.6735	NPC17286
Remote Similarity	0.6727	NPC183950
Remote Similarity	0.6727	NPC606283
Remote Similarity	0.6667	NPC213216
Remote Similarity	0.6667	NPC519273
Remote Similarity	0.6607	NPC494392
Remote Similarity	0.6604	NPC231772
Remote Similarity	0.6604	NPC493589
Remote Similarity	0.6604	NPC508333
Remote Similarity	0.6604	NPC601901
Remote Similarity	0.6604	NPC609689
Remote Similarity	0.66	NPC70136
Remote Similarity	0.66	NPC589691
Remote Similarity	0.66	NPC602386
Remote Similarity	0.6557	NPC527016
Remote Similarity	0.6557	NPC545119
Remote Similarity	0.6415	NPC304342
Remote Similarity	0.6364	NPC119059
Remote Similarity	0.6364	NPC517220
Remote Similarity	0.6296	NPC100887
Remote Similarity	0.6296	NPC286342
Remote Similarity	0.6296	NPC62536
Remote Similarity	0.6296	NPC120464
Remote Similarity	0.6296	NPC483773
Remote Similarity	0.6296	NPC607943
Remote Similarity	0.6296	NPC609302
Remote Similarity	0.6271	NPC138299
Remote Similarity	0.6271	NPC65379
Remote Similarity	0.6271	NPC292276
Remote Similarity	0.6271	NPC111112
Remote Similarity	0.6271	NPC524985
Remote Similarity	0.6271	NPC553393
Remote Similarity	0.6271	NPC602624
Remote Similarity	0.6271	NPC604500
Remote Similarity	0.6269	NPC497804
Remote Similarity	0.6269	NPC518765
Remote Similarity	0.625	NPC12200
Remote Similarity	0.625	NPC491990
Remote Similarity	0.625	NPC606638
Remote Similarity	0.623	NPC254351
Remote Similarity	0.623	NPC543935
Remote Similarity	0.6182	NPC108406
Remote Similarity	0.6167	NPC112954
Remote Similarity	0.6167	NPC301217
Remote Similarity	0.6167	NPC291746
Remote Similarity	0.6167	NPC592255
Remote Similarity	0.6167	NPC602789
Remote Similarity	0.6078	NPC118726
Remote Similarity	0.6032	NPC544837
Remote Similarity	0.6	NPC188203
Remote Similarity	0.6	NPC605313
Remote Similarity	0.5968	NPC34089
Remote Similarity	0.5968	NPC238628
Remote Similarity	0.5968	NPC196179
Remote Similarity	0.5968	NPC607119
Remote Similarity	0.5965	NPC563300
Remote Similarity	0.5962	NPC130230
Remote Similarity	0.5962	NPC296197
Remote Similarity	0.5932	NPC499731
Remote Similarity	0.5932	NPC605634
Remote Similarity	0.5893	NPC492175
Remote Similarity	0.5893	NPC605047
Remote Similarity	0.5849	NPC546032
Remote Similarity	0.5849	NPC603959
Remote Similarity	0.5818	NPC496031
Remote Similarity	0.5818	NPC605617
Remote Similarity	0.5781	NPC259757
Remote Similarity	0.5775	NPC494546
Remote Similarity	0.5769	NPC116775
Remote Similarity	0.5769	NPC574873
Remote Similarity	0.5763	NPC503279
Remote Similarity	0.569	NPC526742
Remote Similarity	0.5667	NPC3825
Remote Similarity	0.5667	NPC240336
Remote Similarity	0.5667	NPC500299
Remote Similarity	0.5667	NPC522187
Remote Similarity	0.5667	NPC550904
Remote Similarity	0.5667	NPC605587
Remote Similarity	0.566	NPC222713
Remote Similarity	0.566	NPC169749
Remote Similarity	0.5645	NPC288840
Remote Similarity	0.5614	NPC25270
Remote Similarity	0.5614	NPC162313
Remote Similarity	0.5614	NPC503714
Remote Similarity	0.5614	NPC600900
Remote Similarity	0.5606	NPC37111
Remote Similarity	0.5606	NPC588044
Remote Similarity	0.5606	NPC600972
Remote Similarity	0.5593	NPC562501
Remote Similarity	0.5574	NPC294123
Remote Similarity	0.5556	NPC232574
Remote Similarity	0.5536	NPC103342
Remote Similarity	0.5536	NPC602287
Remote Similarity	0.5522	NPC290830
Remote Similarity	0.5522	NPC71061
Remote Similarity	0.5522	NPC72425
Remote Similarity	0.5522	NPC303485
Remote Similarity	0.5522	NPC536038
Remote Similarity	0.5522	NPC600888
Remote Similarity	0.5522	NPC602999
Remote Similarity	0.5522	NPC605477
Remote Similarity	0.5517	NPC278726
Remote Similarity	0.55	NPC88804
Remote Similarity	0.55	NPC67322
Remote Similarity	0.5493	NPC496803
Remote Similarity	0.5493	NPC530138
Remote Similarity	0.5469	NPC183
Remote Similarity	0.5441	NPC272064
Remote Similarity	0.5441	NPC552465
Remote Similarity	0.5439	NPC522901
Remote Similarity	0.5424	NPC530263
Remote Similarity	0.5397	NPC289006
Remote Similarity	0.5397	NPC491821
Remote Similarity	0.5397	NPC505110
Remote Similarity	0.5385	NPC564077
Remote Similarity	0.537	NPC534224
Remote Similarity	0.537	NPC603556
Remote Similarity	0.5362	NPC215203
Remote Similarity	0.5362	NPC74627
Remote Similarity	0.5362	NPC539725
Remote Similarity	0.5362	NPC568019
Remote Similarity	0.5357	NPC577073
Remote Similarity	0.5357	NPC580757
Remote Similarity	0.5357	NPC597000
Remote Similarity	0.5345	NPC201136
Remote Similarity	0.5345	NPC532405
Remote Similarity	0.5345	NPC603416
Remote Similarity	0.5323	NPC115289
Remote Similarity	0.5323	NPC161414
Remote Similarity	0.5323	NPC563813
Remote Similarity	0.5303	NPC271584
Remote Similarity	0.5303	NPC519952
Remote Similarity	0.5303	NPC555259
Remote Similarity	0.5286	NPC184571
Remote Similarity	0.5286	NPC59817
Remote Similarity	0.5286	NPC520892
Remote Similarity	0.5286	NPC582275
Remote Similarity	0.5286	NPC601565
Remote Similarity	0.5283	NPC172262
Remote Similarity	0.5283	NPC197425
Remote Similarity	0.5283	NPC602189
Remote Similarity	0.5263	NPC241498
Remote Similarity	0.5263	NPC137633
Remote Similarity	0.5263	NPC530060
Remote Similarity	0.5263	NPC590843
Remote Similarity	0.5263	NPC608014
Remote Similarity	0.5224	NPC76980
Remote Similarity	0.5224	NPC76083
Remote Similarity	0.5224	NPC134796
Remote Similarity	0.5224	NPC258994
Remote Similarity	0.5224	NPC601020
Remote Similarity	0.5185	NPC239312
Remote Similarity	0.5185	NPC187432
Remote Similarity	0.5185	NPC12367
Remote Similarity	0.5185	NPC259713
Remote Similarity	0.5185	NPC27208
Remote Similarity	0.5185	NPC605365
Remote Similarity	0.5185	NPC606292
Remote Similarity	0.5185	NPC611996
Remote Similarity	0.5179	NPC558394
Remote Similarity	0.5172	NPC234133
Remote Similarity	0.5172	NPC275124
Remote Similarity	0.5172	NPC307583
Remote Similarity	0.5172	NPC604328
Remote Similarity	0.5167	NPC518946
Remote Similarity	0.5167	NPC544513
Remote Similarity	0.5161	NPC498750
Remote Similarity	0.5152	NPC224714
Remote Similarity	0.5152	NPC578734
Remote Similarity	0.5147	NPC150908
Remote Similarity	0.5147	NPC600241
Remote Similarity	0.5139	NPC524982
Remote Similarity	0.5139	NPC569386
Remote Similarity	0.5085	NPC495440
Remote Similarity	0.5085	NPC604569
Remote Similarity	0.5082	NPC133953

Drug Structure

NPD1511 OpenBabel08211701082D 25 27 0 0 0 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 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 -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 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 -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 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 -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 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 -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 4.3301 2.5000 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 -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 7 1 0 0 0 0 2 9 1 0 0 0 0 3 7 2 0 0 0 0 3 10 1 0 0 0 0 4 8 2 0 0 0 0 4 11 1 0 0 0 0 5 8 1 0 0 0 0 5 14 2 0 0 0 0 6 12 1 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 16 1 0 0 0 0 9 10 2 0 0 0 0 9 17 1 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 20 2 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 14 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 M END $$$$

External Identifiers

TTD	DAP001461
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5280445
ChEBI
CAS Number

Drug Properties

Molecular Weight	286.05
ALogP	-2.3448
MLogP	2.45
XLogP	1.033
HDA	1
HBD	4
Rotatable Bonds	5
TPSA	107.22
RO5 Violation	0