NPASS drugs

Drug Information

Drug ID:	NPD3253
Drug Name:
Molecular Formula:	C19H15NO6
Canonical SMILES:	COC1=C/C(=C/C=c/2ccc3c([nH]2)c(O)c(cc3)C(=O)O)/C=C(C1=O)O
Standard InCHI:	InChI=1S/C19H15NO6/c1-26-15-9-10(8-14(21)18(15)23)2-5-12-6-3-11-4-7-13(19(24)25)17(22)16(11)20-12/h2-9,20-22H,1H3,(H,24,25)/b10-2+,12-5+
Standard InCHIKey:	AWCMIUQWCOGMAY-BDAPJWSLSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3253

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	204
0.1-0.2	1181
0.2-0.3	4713
0.3-0.4	7941
0.4-0.5	6737
0.5-0.6	9541
0.6-0.7	549
0.7-0.8	24
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7914	NPC181526
Intermediate Similarity	0.7898	NPC471778
Intermediate Similarity	0.7654	NPC112336
Intermediate Similarity	0.7654	NPC474814
Intermediate Similarity	0.7614	NPC199737
Intermediate Similarity	0.7541	NPC474815
Intermediate Similarity	0.747	NPC316574
Intermediate Similarity	0.7459	NPC472163
Intermediate Similarity	0.7412	NPC323798
Intermediate Similarity	0.7249	NPC132751
Intermediate Similarity	0.7245	NPC317727
Intermediate Similarity	0.724	NPC70340
Intermediate Similarity	0.7231	NPC316282
Intermediate Similarity	0.7211	NPC288854
Intermediate Similarity	0.72	NPC241392
Intermediate Similarity	0.7176	NPC314252
Intermediate Similarity	0.716	NPC43218
Intermediate Similarity	0.7143	NPC474366
Intermediate Similarity	0.7127	NPC475983
Intermediate Similarity	0.7108	NPC218303
Intermediate Similarity	0.7092	NPC170333
Intermediate Similarity	0.7011	NPC182131
Intermediate Similarity	0.7006	NPC144691
Intermediate Similarity	0.7005	NPC176113
Remote Similarity	0.6995	NPC212123
Remote Similarity	0.6989	NPC126676
Remote Similarity	0.6989	NPC315829
Remote Similarity	0.6989	NPC469671
Remote Similarity	0.698	NPC133156
Remote Similarity	0.6979	NPC477391
Remote Similarity	0.6978	NPC93653
Remote Similarity	0.6977	NPC47986
Remote Similarity	0.6968	NPC8467
Remote Similarity	0.694	NPC257763
Remote Similarity	0.6936	NPC43477
Remote Similarity	0.6934	NPC251071
Remote Similarity	0.6923	NPC301163
Remote Similarity	0.6902	NPC204867
Remote Similarity	0.6897	NPC301702
Remote Similarity	0.6893	NPC25961
Remote Similarity	0.6885	NPC27904
Remote Similarity	0.6882	NPC253476
Remote Similarity	0.6856	NPC262725
Remote Similarity	0.685	NPC132874
Remote Similarity	0.685	NPC138615
Remote Similarity	0.685	NPC265642
Remote Similarity	0.685	NPC218733
Remote Similarity	0.6842	NPC315631
Remote Similarity	0.6837	NPC474059
Remote Similarity	0.6837	NPC5630
Remote Similarity	0.6836	NPC146370
Remote Similarity	0.6827	NPC305542
Remote Similarity	0.6825	NPC182853
Remote Similarity	0.68	NPC41488
Remote Similarity	0.6794	NPC30749
Remote Similarity	0.6771	NPC475685
Remote Similarity	0.6771	NPC283810
Remote Similarity	0.6762	NPC298449
Remote Similarity	0.6762	NPC148391
Remote Similarity	0.6753	NPC315934
Remote Similarity	0.6753	NPC477392
Remote Similarity	0.6746	NPC194562
Remote Similarity	0.6734	NPC230403
Remote Similarity	0.672	NPC139506
Remote Similarity	0.672	NPC292143
Remote Similarity	0.6717	NPC92803
Remote Similarity	0.6716	NPC288759
Remote Similarity	0.6701	NPC18890
Remote Similarity	0.6687	NPC229353
Remote Similarity	0.6686	NPC238108
Remote Similarity	0.6684	NPC298320
Remote Similarity	0.6682	NPC2905
Remote Similarity	0.6667	NPC287473
Remote Similarity	0.6667	NPC232600
Remote Similarity	0.6667	NPC134702
Remote Similarity	0.6651	NPC76478
Remote Similarity	0.6651	NPC118189
Remote Similarity	0.665	NPC301292
Remote Similarity	0.665	NPC313112
Remote Similarity	0.6649	NPC127362
Remote Similarity	0.6647	NPC173295
Remote Similarity	0.6635	NPC329567
Remote Similarity	0.6635	NPC114468
Remote Similarity	0.6635	NPC330683
Remote Similarity	0.6634	NPC1464
Remote Similarity	0.6615	NPC314659
Remote Similarity	0.66	NPC206109
Remote Similarity	0.66	NPC114039
Remote Similarity	0.6599	NPC87391
Remote Similarity	0.6597	NPC73280
Remote Similarity	0.6591	NPC242933
Remote Similarity	0.6587	NPC222561
Remote Similarity	0.6587	NPC478075
Remote Similarity	0.6585	NPC469732
Remote Similarity	0.6584	NPC108847
Remote Similarity	0.6584	NPC303214
Remote Similarity	0.6583	NPC144381
Remote Similarity	0.6574	NPC7560
Remote Similarity	0.6566	NPC473815
Remote Similarity	0.6564	NPC197335
Remote Similarity	0.6562	NPC314702
Remote Similarity	0.6562	NPC95412
Remote Similarity	0.6555	NPC90185
Remote Similarity	0.655	NPC1820
Remote Similarity	0.655	NPC203628
Remote Similarity	0.6545	NPC83241
Remote Similarity	0.654	NPC295479
Remote Similarity	0.654	NPC220241
Remote Similarity	0.653	NPC285254
Remote Similarity	0.6528	NPC471743
Remote Similarity	0.6518	NPC313720
Remote Similarity	0.6518	NPC17160
Remote Similarity	0.6517	NPC13696
Remote Similarity	0.6515	NPC150308
Remote Similarity	0.6513	NPC166169
Remote Similarity	0.6513	NPC98416
Remote Similarity	0.6513	NPC85613
Remote Similarity	0.6513	NPC70092
Remote Similarity	0.6513	NPC5167
Remote Similarity	0.65	NPC13249
Remote Similarity	0.6495	NPC9475
Remote Similarity	0.6488	NPC241263
Remote Similarity	0.6479	NPC268223
Remote Similarity	0.6476	NPC100573
Remote Similarity	0.6476	NPC207873
Remote Similarity	0.6474	NPC314861
Remote Similarity	0.6465	NPC477828
Remote Similarity	0.6465	NPC49184
Remote Similarity	0.6453	NPC237225
Remote Similarity	0.645	NPC477998
Remote Similarity	0.6449	NPC314817
Remote Similarity	0.6449	NPC118228
Remote Similarity	0.6449	NPC66191
Remote Similarity	0.6449	NPC316297
Remote Similarity	0.6447	NPC470317
Remote Similarity	0.6445	NPC477825
Remote Similarity	0.6438	NPC51388
Remote Similarity	0.6435	NPC195120
Remote Similarity	0.6433	NPC51037
Remote Similarity	0.6432	NPC84142
Remote Similarity	0.6429	NPC198160
Remote Similarity	0.6425	NPC472241
Remote Similarity	0.6421	NPC299582
Remote Similarity	0.6416	NPC314098
Remote Similarity	0.6414	NPC471742
Remote Similarity	0.6413	NPC227033
Remote Similarity	0.6409	NPC472242
Remote Similarity	0.6407	NPC130931
Remote Similarity	0.6406	NPC222046
Remote Similarity	0.6398	NPC164762
Remote Similarity	0.6394	NPC15987
Remote Similarity	0.6393	NPC237649
Remote Similarity	0.6393	NPC300596
Remote Similarity	0.639	NPC314948
Remote Similarity	0.6381	NPC195787
Remote Similarity	0.6381	NPC246140
Remote Similarity	0.6379	NPC198305
Remote Similarity	0.6376	NPC157983
Remote Similarity	0.6376	NPC118154
Remote Similarity	0.6369	NPC173980
Remote Similarity	0.6369	NPC61590
Remote Similarity	0.6364	NPC171968
Remote Similarity	0.6364	NPC470441
Remote Similarity	0.6364	NPC91809
Remote Similarity	0.6364	NPC314633
Remote Similarity	0.6364	NPC469973
Remote Similarity	0.6359	NPC472894
Remote Similarity	0.6359	NPC112937
Remote Similarity	0.6359	NPC87560
Remote Similarity	0.6358	NPC165257
Remote Similarity	0.6355	NPC119722
Remote Similarity	0.6355	NPC477827
Remote Similarity	0.6355	NPC477826
Remote Similarity	0.6355	NPC116178
Remote Similarity	0.6354	NPC297322
Remote Similarity	0.6353	NPC226794
Remote Similarity	0.6351	NPC321428
Remote Similarity	0.6343	NPC3207
Remote Similarity	0.6339	NPC474701
Remote Similarity	0.6337	NPC313293
Remote Similarity	0.6333	NPC295339
Remote Similarity	0.6332	NPC302235
Remote Similarity	0.6329	NPC280714
Remote Similarity	0.6329	NPC107828
Remote Similarity	0.6329	NPC90358
Remote Similarity	0.6326	NPC321166
Remote Similarity	0.6326	NPC217903
Remote Similarity	0.6316	NPC91475
Remote Similarity	0.6316	NPC265910
Remote Similarity	0.6313	NPC116096
Remote Similarity	0.6313	NPC293151
Remote Similarity	0.6313	NPC472243
Remote Similarity	0.6311	NPC478049
Remote Similarity	0.631	NPC179605
Remote Similarity	0.631	NPC279385
Remote Similarity	0.6308	NPC475594
Remote Similarity	0.6307	NPC309430
Remote Similarity	0.6302	NPC471652
Remote Similarity	0.6301	NPC71525
Remote Similarity	0.6301	NPC174760

Drug Structure

NPD3253 OpenBabel08211703112D 30 32 0 0 0 0 0 0 0 0999 V2000 4.3301 -4.5000 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 -0.0000 -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 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 -2.5981 -1.5000 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 3.4641 -2.0000 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 -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 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 -3.0000 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 -0.5000 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 -3.5000 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 -0.0000 -0.0000 0.0000 N 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 -1.7321 1.0000 0.0000 O 0 0 0 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 -4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 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 -2.5981 1.5000 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 1 26 1 0 0 0 0 2 5 1 0 0 0 0 2 10 2 0 0 0 0 3 6 2 0 0 0 0 3 11 1 0 0 0 0 4 7 2 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 10 1 0 0 0 0 8 14 2 0 0 0 0 9 10 1 0 0 0 0 9 15 2 0 0 0 0 11 16 2 0 0 0 0 12 20 1 0 0 0 0 13 17 2 0 0 0 0 13 19 1 0 0 0 0 14 18 1 0 0 0 0 14 21 1 0 0 0 0 15 18 1 0 0 0 0 15 26 1 0 0 0 0 16 17 1 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 23 2 0 0 0 0 19 24 2 0 0 0 0 19 25 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000474
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6320564
ChEBI
CAS Number

Drug Properties

Molecular Weight	353.09
ALogP	-0.7494
MLogP	2.78
XLogP	3.342
HDA	6
HBD	4
Rotatable Bonds	7
TPSA	116.09
RO5 Violation	0