NPASS drugs

Drug Information

Drug ID:	NPD4338
Drug Name:
Molecular Formula:	C21H18O11
Canonical SMILES:	OC(=O)[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O
Standard InCHI:	"InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1"
Standard InCHIKey:	IKIIZLYTISPENI-ZFORQUDYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4338

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	113515
0.1-0.2	87320
0.2-0.3	7675
0.3-0.4	2560
0.4-0.5	418
0.5-0.6	102
0.6-0.7	78
0.7-0.8	7
0.8-0.85	0
0.85-0.9	10
0.9-0.95	0
0.95-1	3

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	NPC237435
High Similarity	1.0	NPC277467
High Similarity	1.0	NPC602308
High Similarity	0.8767	NPC43211
High Similarity	0.8767	NPC318235
High Similarity	0.8767	NPC510871
High Similarity	0.8767	NPC602955
High Similarity	0.8649	NPC43212
High Similarity	0.8649	NPC199672
High Similarity	0.8649	NPC232210
High Similarity	0.8533	NPC175843
High Similarity	0.8514	NPC115760
High Similarity	0.8514	NPC501977
Intermediate Similarity	0.7763	NPC60669
Intermediate Similarity	0.7763	NPC543262
Intermediate Similarity	0.7662	NPC43851
Intermediate Similarity	0.7308	NPC312984
Intermediate Similarity	0.725	NPC318362
Intermediate Similarity	0.725	NPC83773
Intermediate Similarity	0.725	NPC493240
Remote Similarity	0.6875	NPC101191
Remote Similarity	0.6875	NPC499971
Remote Similarity	0.6875	NPC522705
Remote Similarity	0.6795	NPC532145
Remote Similarity	0.679	NPC282169
Remote Similarity	0.679	NPC251014
Remote Similarity	0.679	NPC18782
Remote Similarity	0.679	NPC496459
Remote Similarity	0.679	NPC542614
Remote Similarity	0.679	NPC546625
Remote Similarity	0.679	NPC610129
Remote Similarity	0.6782	NPC588937
Remote Similarity	0.6747	NPC241515
Remote Similarity	0.6747	NPC584776
Remote Similarity	0.6709	NPC45618
Remote Similarity	0.6707	NPC136740
Remote Similarity	0.6707	NPC167646
Remote Similarity	0.6707	NPC43790
Remote Similarity	0.6707	NPC86433
Remote Similarity	0.6707	NPC505332
Remote Similarity	0.6707	NPC513298
Remote Similarity	0.6707	NPC523170
Remote Similarity	0.6707	NPC608742
Remote Similarity	0.6667	NPC512120
Remote Similarity	0.6667	NPC536387
Remote Similarity	0.6667	NPC540568
Remote Similarity	0.6667	NPC559378
Remote Similarity	0.6629	NPC226374
Remote Similarity	0.6585	NPC248490
Remote Similarity	0.6585	NPC20094
Remote Similarity	0.6585	NPC20505
Remote Similarity	0.6585	NPC569844
Remote Similarity	0.6585	NPC606426
Remote Similarity	0.6548	NPC34051
Remote Similarity	0.6548	NPC86961
Remote Similarity	0.6548	NPC493473
Remote Similarity	0.6548	NPC530158
Remote Similarity	0.6548	NPC531691
Remote Similarity	0.6548	NPC596066
Remote Similarity	0.6506	NPC284498
Remote Similarity	0.6506	NPC514143
Remote Similarity	0.6471	NPC130342
Remote Similarity	0.6471	NPC514637
Remote Similarity	0.6395	NPC523711
Remote Similarity	0.6395	NPC539250
Remote Similarity	0.6395	NPC550489
Remote Similarity	0.6395	NPC576329
Remote Similarity	0.6386	NPC221437
Remote Similarity	0.6353	NPC242839
Remote Similarity	0.6322	NPC549306
Remote Similarity	0.6296	NPC222330
Remote Similarity	0.6279	NPC228074
Remote Similarity	0.6279	NPC491859
Remote Similarity	0.6279	NPC494571
Remote Similarity	0.6279	NPC559507
Remote Similarity	0.6279	NPC581356
Remote Similarity	0.6279	NPC600989
Remote Similarity	0.6238	NPC507924
Remote Similarity	0.622	NPC492092
Remote Similarity	0.6207	NPC580125
Remote Similarity	0.619	NPC294672
Remote Similarity	0.619	NPC509858
Remote Similarity	0.619	NPC554394
Remote Similarity	0.6143	NPC275722
Remote Similarity	0.6136	NPC563637
Remote Similarity	0.6136	NPC583811
Remote Similarity	0.6118	NPC4589
Remote Similarity	0.6118	NPC511447
Remote Similarity	0.6118	NPC534217
Remote Similarity	0.6118	NPC555886
Remote Similarity	0.6111	NPC578001
Remote Similarity	0.6092	NPC575172
Remote Similarity	0.6049	NPC128471
Remote Similarity	0.6049	NPC555744
Remote Similarity	0.6049	NPC586169
Remote Similarity	0.6022	NPC532455
Remote Similarity	0.6	NPC210094
Remote Similarity	0.6	NPC547988
Remote Similarity	0.5978	NPC573112
Remote Similarity	0.5977	NPC527399
Remote Similarity	0.5957	NPC493149
Remote Similarity	0.593	NPC264735
Remote Similarity	0.5909	NPC41493
Remote Similarity	0.5909	NPC499000
Remote Similarity	0.5909	NPC538298
Remote Similarity	0.5904	NPC223543
Remote Similarity	0.5904	NPC36447
Remote Similarity	0.5904	NPC6324
Remote Similarity	0.5904	NPC519289
Remote Similarity	0.5904	NPC573767
Remote Similarity	0.5895	NPC488323
Remote Similarity	0.5895	NPC512597
Remote Similarity	0.5895	NPC533709
Remote Similarity	0.5895	NPC550700
Remote Similarity	0.5895	NPC568474
Remote Similarity	0.5862	NPC162297
Remote Similarity	0.5843	NPC326182
Remote Similarity	0.5843	NPC5427
Remote Similarity	0.5833	NPC146792
Remote Similarity	0.5833	NPC316860
Remote Similarity	0.5833	NPC216110
Remote Similarity	0.5833	NPC490152
Remote Similarity	0.5833	NPC226294
Remote Similarity	0.5833	NPC534157
Remote Similarity	0.5814	NPC135277
Remote Similarity	0.5795	NPC592115
Remote Similarity	0.5795	NPC597482
Remote Similarity	0.5778	NPC492533
Remote Similarity	0.5765	NPC58716
Remote Similarity	0.5765	NPC545399
Remote Similarity	0.5747	NPC73803
Remote Similarity	0.5747	NPC507416
Remote Similarity	0.573	NPC500934
Remote Similarity	0.573	NPC559812
Remote Similarity	0.5698	NPC190851
Remote Similarity	0.5667	NPC582907
Remote Similarity	0.5657	NPC505807
Remote Similarity	0.5647	NPC586408
Remote Similarity	0.5632	NPC544608
Remote Similarity	0.5632	NPC562361
Remote Similarity	0.5625	NPC546891
Remote Similarity	0.5612	NPC536305
Remote Similarity	0.5567	NPC552411
Remote Similarity	0.5556	NPC502243
Remote Similarity	0.5556	NPC509473
Remote Similarity	0.5517	NPC514662
Remote Similarity	0.551	NPC577567
Remote Similarity	0.5506	NPC553588
Remote Similarity	0.55	NPC586403
Remote Similarity	0.5495	NPC511837
Remote Similarity	0.5495	NPC585059
Remote Similarity	0.5455	NPC40323
Remote Similarity	0.5455	NPC92966
Remote Similarity	0.5455	NPC493066
Remote Similarity	0.5455	NPC578934
Remote Similarity	0.5446	NPC538436
Remote Similarity	0.5437	NPC595476
Remote Similarity	0.5393	NPC493519
Remote Similarity	0.5393	NPC528844
Remote Similarity	0.5393	NPC589206
Remote Similarity	0.5385	NPC80180
Remote Similarity	0.5385	NPC561822
Remote Similarity	0.5349	NPC89129
Remote Similarity	0.5349	NPC102274
Remote Similarity	0.5349	NPC598170
Remote Similarity	0.5341	NPC515885
Remote Similarity	0.5333	NPC51257
Remote Similarity	0.5333	NPC545228
Remote Similarity	0.5333	NPC554532
Remote Similarity	0.5294	NPC593299
Remote Similarity	0.5275	NPC529363
Remote Similarity	0.5275	NPC539682
Remote Similarity	0.5275	NPC574401
Remote Similarity	0.5275	NPC591710
Remote Similarity	0.5258	NPC165991
Remote Similarity	0.5258	NPC493109
Remote Similarity	0.5222	NPC253133
Remote Similarity	0.5217	NPC516301
Remote Similarity	0.5217	NPC519435
Remote Similarity	0.5217	NPC591697
Remote Similarity	0.5213	NPC512365
Remote Similarity	0.5208	NPC93350
Remote Similarity	0.5208	NPC514703
Remote Similarity	0.5208	NPC560148
Remote Similarity	0.52	NPC198826
Remote Similarity	0.52	NPC57030
Remote Similarity	0.52	NPC490336
Remote Similarity	0.52	NPC558374
Remote Similarity	0.5192	NPC588319
Remote Similarity	0.5176	NPC552691
Remote Similarity	0.5161	NPC247751
Remote Similarity	0.5161	NPC544769
Remote Similarity	0.5161	NPC591202
Remote Similarity	0.5161	NPC594429
Remote Similarity	0.5158	NPC152156
Remote Similarity	0.5158	NPC498841
Remote Similarity	0.5155	NPC236965
Remote Similarity	0.5149	NPC502901
Remote Similarity	0.5132	NPC162313
Remote Similarity	0.5111	NPC235260

Drug Structure

NPD4338 OpenBabel08211705262D 38 41 0 0 1 0 0 0 0 0999 V2000 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 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 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 3.4641 -3.0000 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 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 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 1.7321 -3.0000 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 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 1 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 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 O 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 -0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 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 -0.8660 -1.5000 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 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 8 2 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 2 0 0 0 0 7 12 1 0 0 0 0 8 10 1 0 0 0 0 9 13 1 0 0 0 0 9 22 2 0 0 0 0 10 30 1 0 0 0 0 11 13 1 0 0 0 0 11 30 1 0 0 0 0 12 14 2 0 0 0 0 12 31 1 0 0 0 0 13 15 2 0 0 0 0 14 15 1 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 16 25 1 1 0 0 0 17 19 1 0 0 0 0 17 26 1 6 0 0 0 18 21 1 0 0 0 0 18 27 1 6 0 0 0 19 20 1 1 0 0 0 19 32 1 0 0 0 0 20 28 2 0 0 0 0 20 29 1 0 0 0 0 21 31 1 1 0 0 0 21 32 1 0 0 0 0 23 33 1 0 0 0 0 24 34 1 0 0 0 0 25 35 1 0 0 0 0 26 36 1 0 0 0 0 27 37 1 0 0 0 0 29 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC009519
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	64982
ChEBI
CAS Number

Drug Properties

Molecular Weight	446.08
ALogP	-3.5292
MLogP	2.56
XLogP	1.678
HDA	7
HBD	6
Rotatable Bonds	10
TPSA	183.21
RO5 Violation	1