NPASS drugs

Drug Information

Drug ID:	NPD5064
Drug Name:	Trimethaphan
Molecular Formula:	C22H25N2OS
Canonical SMILES:	O=C1N(Cc2ccccc2)C2C(N1Cc1ccccc1)C[S+]1C2CCC1
Standard InCHI:	InChI=1S/C22H25N2OS/c25-22-23(14-17-8-3-1-4-9-17)19-16-26-13-7-12-20(26)21(19)24(22)15-18-10-5-2-6-11-18/h1-6,8-11,19-21H,7,12-16H2/q+1
Standard InCHIKey:	CHQOEHPMXSHGCL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5064

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	287
0.1-0.2	2798
0.2-0.3	11748
0.3-0.4	12170
0.4-0.5	3265
0.5-0.6	556
0.6-0.7	64
0.7-0.8	2
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	0.7328	NPC469974
Intermediate Similarity	0.7054	NPC473661
Remote Similarity	0.6911	NPC475013
Remote Similarity	0.6852	NPC474088
Remote Similarity	0.68	NPC476048
Remote Similarity	0.6694	NPC473418
Remote Similarity	0.6667	NPC470926
Remote Similarity	0.6643	NPC89489
Remote Similarity	0.6525	NPC472258
Remote Similarity	0.6514	NPC231986
Remote Similarity	0.6509	NPC271642
Remote Similarity	0.6503	NPC468984
Remote Similarity	0.6496	NPC300315
Remote Similarity	0.6486	NPC169016
Remote Similarity	0.646	NPC17497
Remote Similarity	0.646	NPC305602
Remote Similarity	0.6423	NPC143516
Remote Similarity	0.6415	NPC98976
Remote Similarity	0.6396	NPC119677
Remote Similarity	0.6377	NPC200589
Remote Similarity	0.6371	NPC130898
Remote Similarity	0.6371	NPC474973
Remote Similarity	0.6371	NPC474804
Remote Similarity	0.6356	NPC329430
Remote Similarity	0.6356	NPC108339
Remote Similarity	0.635	NPC145754
Remote Similarity	0.6316	NPC302169
Remote Similarity	0.6316	NPC53492
Remote Similarity	0.6311	NPC291610
Remote Similarity	0.6273	NPC475573
Remote Similarity	0.6273	NPC475289
Remote Similarity	0.6271	NPC474974
Remote Similarity	0.6271	NPC322040
Remote Similarity	0.627	NPC473676
Remote Similarity	0.625	NPC104070
Remote Similarity	0.6194	NPC276085
Remote Similarity	0.6179	NPC239854
Remote Similarity	0.6179	NPC329375
Remote Similarity	0.616	NPC474695
Remote Similarity	0.6148	NPC314192
Remote Similarity	0.6136	NPC285926
Remote Similarity	0.6136	NPC14672
Remote Similarity	0.6136	NPC470544
Remote Similarity	0.6136	NPC315276
Remote Similarity	0.6134	NPC71140
Remote Similarity	0.6129	NPC222029
Remote Similarity	0.6118	NPC66936
Remote Similarity	0.6111	NPC267508
Remote Similarity	0.6111	NPC471123
Remote Similarity	0.6095	NPC5324
Remote Similarity	0.6093	NPC109787
Remote Similarity	0.6091	NPC12857
Remote Similarity	0.609	NPC470545
Remote Similarity	0.6081	NPC471680
Remote Similarity	0.6066	NPC120203
Remote Similarity	0.6056	NPC473962
Remote Similarity	0.6045	NPC220698
Remote Similarity	0.6045	NPC470546
Remote Similarity	0.6033	NPC471320
Remote Similarity	0.6033	NPC471319
Remote Similarity	0.6029	NPC475915
Remote Similarity	0.6028	NPC473417
Remote Similarity	0.6027	NPC469560
Remote Similarity	0.6026	NPC283783
Remote Similarity	0.6026	NPC13470
Remote Similarity	0.6019	NPC299134
Remote Similarity	0.5985	NPC246904
Remote Similarity	0.5984	NPC45033
Remote Similarity	0.5973	NPC322878
Remote Similarity	0.5971	NPC79698
Remote Similarity	0.5957	NPC473322
Remote Similarity	0.5956	NPC200964
Remote Similarity	0.5956	NPC476990
Remote Similarity	0.595	NPC256452
Remote Similarity	0.5948	NPC258046
Remote Similarity	0.594	NPC101139
Remote Similarity	0.5938	NPC55529
Remote Similarity	0.5912	NPC202521
Remote Similarity	0.5912	NPC71684
Remote Similarity	0.5896	NPC313673
Remote Similarity	0.5891	NPC164802
Remote Similarity	0.5887	NPC476950
Remote Similarity	0.5874	NPC255447
Remote Similarity	0.587	NPC252878
Remote Similarity	0.5856	NPC98269
Remote Similarity	0.5856	NPC325662
Remote Similarity	0.5855	NPC105717
Remote Similarity	0.5854	NPC242269
Remote Similarity	0.584	NPC11466
Remote Similarity	0.5839	NPC22082
Remote Similarity	0.5839	NPC186284
Remote Similarity	0.5833	NPC32858
Remote Similarity	0.5833	NPC194857
Remote Similarity	0.5827	NPC6975
Remote Similarity	0.5827	NPC474082
Remote Similarity	0.5827	NPC175726
Remote Similarity	0.5827	NPC46427
Remote Similarity	0.5821	NPC473573
Remote Similarity	0.5812	NPC203076
Remote Similarity	0.5809	NPC264580
Remote Similarity	0.5789	NPC296163
Remote Similarity	0.5781	NPC167336
Remote Similarity	0.578	NPC244738
Remote Similarity	0.5778	NPC239357
Remote Similarity	0.5764	NPC130309
Remote Similarity	0.5764	NPC126458
Remote Similarity	0.5763	NPC473031
Remote Similarity	0.5759	NPC324850
Remote Similarity	0.5758	NPC181390
Remote Similarity	0.5755	NPC52330
Remote Similarity	0.5753	NPC316104
Remote Similarity	0.5753	NPC162417
Remote Similarity	0.575	NPC68650
Remote Similarity	0.5746	NPC33742
Remote Similarity	0.5745	NPC52764
Remote Similarity	0.5741	NPC219246
Remote Similarity	0.5738	NPC469330
Remote Similarity	0.5736	NPC471447
Remote Similarity	0.5735	NPC192209
Remote Similarity	0.5726	NPC311242
Remote Similarity	0.5723	NPC317362
Remote Similarity	0.5723	NPC326407
Remote Similarity	0.5723	NPC318930
Remote Similarity	0.5723	NPC317725
Remote Similarity	0.5714	NPC474582
Remote Similarity	0.5705	NPC286551
Remote Similarity	0.5686	NPC313850
Remote Similarity	0.5685	NPC287401
Remote Similarity	0.5677	NPC321617
Remote Similarity	0.5672	NPC276949
Remote Similarity	0.5672	NPC35850
Remote Similarity	0.5669	NPC473002
Remote Similarity	0.5667	NPC130251
Remote Similarity	0.5667	NPC470877
Remote Similarity	0.5664	NPC478079
Remote Similarity	0.566	NPC36440
Remote Similarity	0.5659	NPC476198
Remote Similarity	0.5646	NPC141050
Remote Similarity	0.5639	NPC269340
Remote Similarity	0.5633	NPC469903
Remote Similarity	0.5629	NPC301760
Remote Similarity	0.5629	NPC470301
Remote Similarity	0.5629	NPC471164
Remote Similarity	0.5625	NPC111428
Remote Similarity	0.5625	NPC139658
Remote Similarity	0.5621	NPC262077
Remote Similarity	0.562	NPC78041
Remote Similarity	0.562	NPC471307
Remote Similarity	0.562	NPC74936
Remote Similarity	0.562	NPC141139
Remote Similarity	0.562	NPC121872
Remote Similarity	0.562	NPC209764
Remote Similarity	0.562	NPC159178
Remote Similarity	0.5616	NPC207428
Remote Similarity	0.5615	NPC473498
Remote Similarity	0.5612	NPC27833
Remote Similarity	0.5612	NPC316582
Remote Similarity	0.561	NPC475920
Remote Similarity	0.561	NPC7067
Remote Similarity	0.56	NPC128582

Drug Structure

NPD5064 OpenBabel08211706322D 26 30 0 0 1 0 0 0 0 0999 V2000 -3.7397 -3.1496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7317 -0.4944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3115 -2.3573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7676 -3.0505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2463 -1.3291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2514 0.3434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3444 3.5175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9113 -1.4660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3674 -2.1591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2806 -1.3261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2858 0.3464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7463 2.6149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6381 3.4142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5391 -0.4755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8348 -0.4854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6794 1.9643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9393 -1.3668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8004 -0.4884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6854 0.9875 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0121 1.9538 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0060 0.9771 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8359 -0.4835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6915 0.0105 0.0000 N 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 -0.8354 -1.4835 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8435 2.4478 0.0000 S 0 3 3 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 8 1 0 0 0 0 4 9 2 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 12 1 0 0 0 0 7 13 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 13 26 1 0 0 0 0 14 17 1 0 0 0 0 14 23 1 0 0 0 0 15 18 1 0 0 0 0 15 24 1 0 0 0 0 16 19 1 0 0 0 0 16 26 1 0 0 0 0 19 21 1 0 0 0 0 19 23 1 0 0 0 0 20 21 1 0 0 0 0 20 26 1 0 0 0 0 21 24 1 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 22 25 2 0 0 0 0 M CHG 1 26 1 M END $$$$

External Identifiers

TTD	DAP001143
DrugBank	DB01116
ChEMBL	CHEMBL1201329
IUPHAR/BPS
PharmaGKB	PA451784
KEGG Drug
PubChem CID	23576
ChEBI	9728
CAS Number	7187-66-8

Drug Properties

Molecular Weight	365.17
ALogP	-1.3085
MLogP	3.44
XLogP	6.663
HDA	3
HBD	0
Rotatable Bonds	4
TPSA	23.55
RO5 Violation	1