NPASS drugs

Drug Information

Drug ID:	NPD2468
Drug Name:	Phentolamine Mesylate
Molecular Formula:	C17H19N3O.CH4O3S
Canonical SMILES:	CS(=O)(=O)O.Cc1ccc(cc1)N(c1cccc(c1)O)CC1=NCCN1
Standard InCHI:	InChI=1S/C17H19N3O.CH4O3S/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15;1-5(2,3)4/h2-8,11,21H,9-10,12H2,1H3,(H,18,19);1H3,(H,2,3,4)
Standard InCHIKey:	OGIYDFVHFQEFKQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2468

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	262
0.1-0.2	2378
0.2-0.3	9896
0.3-0.4	7329
0.4-0.5	7257
0.5-0.6	3225
0.6-0.7	534
0.7-0.8	9
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	0.7622	NPC469428
Intermediate Similarity	0.7468	NPC184437
Intermediate Similarity	0.7119	NPC72980
Intermediate Similarity	0.7115	NPC476687
Intermediate Similarity	0.7115	NPC476685
Intermediate Similarity	0.7115	NPC476689
Intermediate Similarity	0.7111	NPC94943
Intermediate Similarity	0.7056	NPC190007
Intermediate Similarity	0.7	NPC212535
Remote Similarity	0.6989	NPC474409
Remote Similarity	0.6987	NPC226662
Remote Similarity	0.6966	NPC9336
Remote Similarity	0.6966	NPC96890
Remote Similarity	0.6952	NPC242209
Remote Similarity	0.6918	NPC267237
Remote Similarity	0.6894	NPC166667
Remote Similarity	0.6889	NPC39822
Remote Similarity	0.6848	NPC46580
Remote Similarity	0.6832	NPC237227
Remote Similarity	0.6816	NPC225857
Remote Similarity	0.6798	NPC259545
Remote Similarity	0.6793	NPC150308
Remote Similarity	0.6748	NPC214988
Remote Similarity	0.6743	NPC476118
Remote Similarity	0.6743	NPC204867
Remote Similarity	0.674	NPC88363
Remote Similarity	0.674	NPC232340
Remote Similarity	0.674	NPC94174
Remote Similarity	0.6737	NPC70956
Remote Similarity	0.6737	NPC153042
Remote Similarity	0.6737	NPC243834
Remote Similarity	0.6725	NPC471132
Remote Similarity	0.6719	NPC249040
Remote Similarity	0.6716	NPC220851
Remote Similarity	0.6705	NPC471178
Remote Similarity	0.6703	NPC171171
Remote Similarity	0.6703	NPC314573
Remote Similarity	0.6686	NPC289776
Remote Similarity	0.6686	NPC133470
Remote Similarity	0.6686	NPC191863
Remote Similarity	0.6683	NPC294620
Remote Similarity	0.6667	NPC183407
Remote Similarity	0.6667	NPC256838
Remote Similarity	0.6649	NPC92803
Remote Similarity	0.6649	NPC203628
Remote Similarity	0.6647	NPC315257
Remote Similarity	0.6647	NPC144691
Remote Similarity	0.6646	NPC476950
Remote Similarity	0.6632	NPC25897
Remote Similarity	0.6631	NPC18890
Remote Similarity	0.6631	NPC246700
Remote Similarity	0.6628	NPC36168
Remote Similarity	0.6618	NPC2497
Remote Similarity	0.6614	NPC99666
Remote Similarity	0.6611	NPC471294
Remote Similarity	0.6611	NPC477185
Remote Similarity	0.6607	NPC119569
Remote Similarity	0.6597	NPC303214
Remote Similarity	0.6595	NPC204717
Remote Similarity	0.6593	NPC477187
Remote Similarity	0.6591	NPC471177
Remote Similarity	0.6591	NPC124542
Remote Similarity	0.6591	NPC59779
Remote Similarity	0.6582	NPC318965
Remote Similarity	0.6582	NPC475070
Remote Similarity	0.6579	NPC106937
Remote Similarity	0.657	NPC13397
Remote Similarity	0.6566	NPC168861
Remote Similarity	0.6564	NPC475112
Remote Similarity	0.6564	NPC291535
Remote Similarity	0.6564	NPC475085
Remote Similarity	0.6562	NPC77555
Remote Similarity	0.6559	NPC314002
Remote Similarity	0.6556	NPC85482
Remote Similarity	0.6554	NPC159319
Remote Similarity	0.6553	NPC162748
Remote Similarity	0.6548	NPC473804
Remote Similarity	0.6546	NPC329747
Remote Similarity	0.6543	NPC32771
Remote Similarity	0.6541	NPC220765
Remote Similarity	0.6538	NPC473432
Remote Similarity	0.6533	NPC476116
Remote Similarity	0.6528	NPC306376
Remote Similarity	0.6526	NPC324149
Remote Similarity	0.6517	NPC471130
Remote Similarity	0.6513	NPC222982
Remote Similarity	0.6513	NPC288232
Remote Similarity	0.651	NPC472193
Remote Similarity	0.6505	NPC84478
Remote Similarity	0.6503	NPC184964
Remote Similarity	0.6502	NPC330009
Remote Similarity	0.6497	NPC88970
Remote Similarity	0.6488	NPC60553
Remote Similarity	0.6486	NPC477891
Remote Similarity	0.6485	NPC469592
Remote Similarity	0.6485	NPC471080
Remote Similarity	0.6482	NPC475910
Remote Similarity	0.6478	NPC476249
Remote Similarity	0.6477	NPC469243
Remote Similarity	0.6477	NPC291359
Remote Similarity	0.6474	NPC184161
Remote Similarity	0.6467	NPC314113
Remote Similarity	0.6467	NPC280853
Remote Similarity	0.6464	NPC105758
Remote Similarity	0.6464	NPC476688
Remote Similarity	0.6464	NPC476686
Remote Similarity	0.6461	NPC32028
Remote Similarity	0.646	NPC471321
Remote Similarity	0.646	NPC471306
Remote Similarity	0.6458	NPC326634
Remote Similarity	0.6455	NPC128751
Remote Similarity	0.6452	NPC471785
Remote Similarity	0.645	NPC472103
Remote Similarity	0.6444	NPC33507
Remote Similarity	0.6444	NPC278874
Remote Similarity	0.6441	NPC120798
Remote Similarity	0.644	NPC79213
Remote Similarity	0.6436	NPC128084
Remote Similarity	0.6436	NPC471603
Remote Similarity	0.6433	NPC161292
Remote Similarity	0.6432	NPC70092
Remote Similarity	0.6432	NPC193777
Remote Similarity	0.6429	NPC475532
Remote Similarity	0.6429	NPC245657
Remote Similarity	0.6429	NPC285016
Remote Similarity	0.6429	NPC187145
Remote Similarity	0.6429	NPC472241
Remote Similarity	0.6429	NPC232600
Remote Similarity	0.6421	NPC474059
Remote Similarity	0.6421	NPC106833
Remote Similarity	0.6421	NPC469497
Remote Similarity	0.6419	NPC76327
Remote Similarity	0.6409	NPC274198
Remote Similarity	0.6409	NPC198254
Remote Similarity	0.6407	NPC471596
Remote Similarity	0.6407	NPC204156
Remote Similarity	0.6407	NPC211468
Remote Similarity	0.6407	NPC476989
Remote Similarity	0.6407	NPC170170
Remote Similarity	0.6407	NPC219233
Remote Similarity	0.6404	NPC315214
Remote Similarity	0.6404	NPC85651
Remote Similarity	0.6404	NPC79911
Remote Similarity	0.6404	NPC476231
Remote Similarity	0.6404	NPC47298
Remote Similarity	0.6398	NPC144114
Remote Similarity	0.6393	NPC165285
Remote Similarity	0.6389	NPC19555
Remote Similarity	0.6387	NPC475411
Remote Similarity	0.6386	NPC242923
Remote Similarity	0.6384	NPC84508
Remote Similarity	0.6384	NPC475544
Remote Similarity	0.6382	NPC225400
Remote Similarity	0.6378	NPC315957
Remote Similarity	0.6378	NPC119652
Remote Similarity	0.6378	NPC97526
Remote Similarity	0.6376	NPC96224
Remote Similarity	0.6376	NPC24101
Remote Similarity	0.6374	NPC146370
Remote Similarity	0.6369	NPC323123
Remote Similarity	0.6369	NPC473057
Remote Similarity	0.6369	NPC223207
Remote Similarity	0.6369	NPC273830
Remote Similarity	0.6368	NPC472289
Remote Similarity	0.6364	NPC476098
Remote Similarity	0.6359	NPC469594
Remote Similarity	0.6359	NPC264285
Remote Similarity	0.6354	NPC280022
Remote Similarity	0.635	NPC470786
Remote Similarity	0.635	NPC471155
Remote Similarity	0.635	NPC472538
Remote Similarity	0.6347	NPC48202
Remote Similarity	0.6346	NPC283760
Remote Similarity	0.6344	NPC298320
Remote Similarity	0.6341	NPC208757
Remote Similarity	0.634	NPC70259
Remote Similarity	0.6339	NPC208060
Remote Similarity	0.6337	NPC5145
Remote Similarity	0.6335	NPC5630
Remote Similarity	0.6333	NPC290755
Remote Similarity	0.6333	NPC471771
Remote Similarity	0.6333	NPC304074
Remote Similarity	0.6333	NPC255721
Remote Similarity	0.6331	NPC326241
Remote Similarity	0.6329	NPC213530
Remote Similarity	0.6329	NPC193267
Remote Similarity	0.6327	NPC18487
Remote Similarity	0.6319	NPC471778
Remote Similarity	0.6319	NPC276506
Remote Similarity	0.6318	NPC270241
Remote Similarity	0.6316	NPC471598
Remote Similarity	0.6316	NPC472242
Remote Similarity	0.6313	NPC199737
Remote Similarity	0.6313	NPC315498
Remote Similarity	0.6313	NPC230942
Remote Similarity	0.631	NPC472243
Remote Similarity	0.631	NPC47986
Remote Similarity	0.6308	NPC474188
Remote Similarity	0.6305	NPC23294
Remote Similarity	0.6304	NPC17698

Drug Structure

NPD2468 OpenBabel08211702172D 29 30 0 0 0 0 0 0 0 0999 V2000 7.2788 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8147 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5468 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5468 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -3.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9487 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9487 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8147 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9487 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0827 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9781 -3.5055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1691 -4.9067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8147 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0827 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7788 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7788 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7788 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.7788 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7788 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.9612 -5.8849 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0827 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2788 -0.6340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 15 1 0 0 0 0 4 16 2 0 0 0 0 5 7 1 0 0 0 0 5 13 2 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 10 1 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 12 20 1 0 0 0 0 14 20 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 19 27 1 0 0 0 0 21 28 1 0 0 0 0 22 26 1 0 0 0 0 23 26 1 0 0 0 0 23 29 1 0 0 0 0 24 26 2 0 0 0 0 25 26 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	281.15
ALogP	-0.6845
MLogP	2.89
XLogP	3.73
HDA	3
HBD	2
Rotatable Bonds	6
TPSA	47.86
RO5 Violation	0