NPASS drugs

Drug Information

Drug ID:	NPD5599
Drug Name:	datelliptium chloride
Molecular Formula:	C23H27N3O
Canonical SMILES:	CCN(CCn1ccc2c(c1)c(C)c1c(=[NH+]c3c1cc(O)cc3)c2C)CC
Standard InCHI:	InChI=1S/C23H27N3O/c1-5-25(6-2)11-12-26-10-9-18-16(4)23-22(15(3)20(18)14-26)19-13-17(27)7-8-21(19)24-23/h7-10,13-14,27H,5-6,11-12H2,1-4H3/p+1
Standard InCHIKey:	NGOHTJBYABHJKF-UHFFFAOYSA-O
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5599

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	260
0.1-0.2	1347
0.2-0.3	7532
0.3-0.4	5547
0.4-0.5	10493
0.5-0.6	4842
0.6-0.7	843
0.7-0.8	26
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	0.7771	NPC470090
Intermediate Similarity	0.7548	NPC184437
Intermediate Similarity	0.7444	NPC128751
Intermediate Similarity	0.7403	NPC469497
Intermediate Similarity	0.7403	NPC106833
Intermediate Similarity	0.7253	NPC246700
Intermediate Similarity	0.7238	NPC171171
Intermediate Similarity	0.7202	NPC476116
Intermediate Similarity	0.7191	NPC88363
Intermediate Similarity	0.7173	NPC475070
Intermediate Similarity	0.7143	NPC249040
Intermediate Similarity	0.7135	NPC99666
Intermediate Similarity	0.7127	NPC204717
Intermediate Similarity	0.7091	NPC119569
Intermediate Similarity	0.7088	NPC314002
Intermediate Similarity	0.7074	NPC77555
Intermediate Similarity	0.7072	NPC311936
Intermediate Similarity	0.7072	NPC192939
Intermediate Similarity	0.7072	NPC220765
Intermediate Similarity	0.7072	NPC215747
Intermediate Similarity	0.7065	NPC32771
Intermediate Similarity	0.7056	NPC265383
Intermediate Similarity	0.7033	NPC119579
Intermediate Similarity	0.703	NPC473804
Intermediate Similarity	0.7017	NPC260118
Intermediate Similarity	0.7	NPC52475
Remote Similarity	0.6995	NPC28425
Remote Similarity	0.6984	NPC153042
Remote Similarity	0.6961	NPC39822
Remote Similarity	0.6959	NPC18614
Remote Similarity	0.6954	NPC289776
Remote Similarity	0.6954	NPC191863
Remote Similarity	0.6954	NPC133470
Remote Similarity	0.6919	NPC219170
Remote Similarity	0.6919	NPC180253
Remote Similarity	0.6906	NPC72980
Remote Similarity	0.6899	NPC268763
Remote Similarity	0.6899	NPC8305
Remote Similarity	0.6899	NPC66177
Remote Similarity	0.6888	NPC477111
Remote Similarity	0.6887	NPC147957
Remote Similarity	0.6879	NPC476249
Remote Similarity	0.6875	NPC476685
Remote Similarity	0.6875	NPC476687
Remote Similarity	0.6875	NPC476689
Remote Similarity	0.6871	NPC166667
Remote Similarity	0.6857	NPC476231
Remote Similarity	0.6851	NPC184964
Remote Similarity	0.6845	NPC5630
Remote Similarity	0.6839	NPC291359
Remote Similarity	0.6834	NPC294620
Remote Similarity	0.6832	NPC149379
Remote Similarity	0.6821	NPC222982
Remote Similarity	0.6818	NPC5145
Remote Similarity	0.6813	NPC126859
Remote Similarity	0.6813	NPC259665
Remote Similarity	0.6813	NPC89769
Remote Similarity	0.6811	NPC276060
Remote Similarity	0.6804	NPC470678
Remote Similarity	0.68	NPC478074
Remote Similarity	0.6793	NPC176127
Remote Similarity	0.6791	NPC22928
Remote Similarity	0.6789	NPC276517
Remote Similarity	0.6788	NPC170170
Remote Similarity	0.6788	NPC211468
Remote Similarity	0.6788	NPC219233
Remote Similarity	0.6786	NPC477113
Remote Similarity	0.6784	NPC208284
Remote Similarity	0.6782	NPC476041
Remote Similarity	0.6782	NPC469428
Remote Similarity	0.6782	NPC304926
Remote Similarity	0.6778	NPC259545
Remote Similarity	0.6778	NPC477185
Remote Similarity	0.6774	NPC33902
Remote Similarity	0.6774	NPC276674
Remote Similarity	0.6772	NPC324149
Remote Similarity	0.6769	NPC223427
Remote Similarity	0.6758	NPC477187
Remote Similarity	0.6755	NPC296742
Remote Similarity	0.6755	NPC112676
Remote Similarity	0.675	NPC124802
Remote Similarity	0.6747	NPC323123
Remote Similarity	0.6744	NPC184161
Remote Similarity	0.6742	NPC19555
Remote Similarity	0.6738	NPC69213
Remote Similarity	0.6737	NPC203972
Remote Similarity	0.6731	NPC470126
Remote Similarity	0.6724	NPC477889
Remote Similarity	0.6723	NPC159319
Remote Similarity	0.6723	NPC476118
Remote Similarity	0.6721	NPC232340
Remote Similarity	0.672	NPC94943
Remote Similarity	0.6719	NPC156704
Remote Similarity	0.6718	NPC211813
Remote Similarity	0.6705	NPC235628
Remote Similarity	0.6703	NPC471785
Remote Similarity	0.6702	NPC224293
Remote Similarity	0.6699	NPC280272
Remote Similarity	0.6687	NPC243162
Remote Similarity	0.6685	NPC471294
Remote Similarity	0.6684	NPC476098
Remote Similarity	0.6667	NPC193777
Remote Similarity	0.6667	NPC47298
Remote Similarity	0.6667	NPC190007
Remote Similarity	0.6667	NPC82963
Remote Similarity	0.6667	NPC315214
Remote Similarity	0.6667	NPC48353
Remote Similarity	0.665	NPC469928
Remote Similarity	0.6649	NPC307963
Remote Similarity	0.6649	NPC317727
Remote Similarity	0.6648	NPC103250
Remote Similarity	0.6648	NPC29647
Remote Similarity	0.6632	NPC92111
Remote Similarity	0.6629	NPC10875
Remote Similarity	0.6629	NPC32028
Remote Similarity	0.6629	NPC10730
Remote Similarity	0.6627	NPC472103
Remote Similarity	0.6623	NPC311737
Remote Similarity	0.6623	NPC38458
Remote Similarity	0.6618	NPC469727
Remote Similarity	0.6616	NPC474145
Remote Similarity	0.6616	NPC475841
Remote Similarity	0.6615	NPC25897
Remote Similarity	0.6615	NPC195314
Remote Similarity	0.6615	NPC329793
Remote Similarity	0.6614	NPC320088
Remote Similarity	0.6613	NPC212535
Remote Similarity	0.661	NPC79328
Remote Similarity	0.6597	NPC294244
Remote Similarity	0.6596	NPC476250
Remote Similarity	0.6593	NPC474409
Remote Similarity	0.6584	NPC259098
Remote Similarity	0.6584	NPC197680
Remote Similarity	0.6582	NPC471315
Remote Similarity	0.6582	NPC471314
Remote Similarity	0.658	NPC472193
Remote Similarity	0.6579	NPC474904
Remote Similarity	0.6579	NPC76748
Remote Similarity	0.6576	NPC285941
Remote Similarity	0.6575	NPC257354
Remote Similarity	0.6573	NPC230942
Remote Similarity	0.6573	NPC315498
Remote Similarity	0.6571	NPC26601
Remote Similarity	0.6569	NPC476161
Remote Similarity	0.6566	NPC126637
Remote Similarity	0.6564	NPC476167
Remote Similarity	0.6562	NPC476565
Remote Similarity	0.6561	NPC46580
Remote Similarity	0.6556	NPC278887
Remote Similarity	0.6552	NPC266931
Remote Similarity	0.655	NPC146370
Remote Similarity	0.6546	NPC474188
Remote Similarity	0.6543	NPC476319
Remote Similarity	0.654	NPC253580
Remote Similarity	0.6538	NPC469671
Remote Similarity	0.6538	NPC126676
Remote Similarity	0.6536	NPC470550
Remote Similarity	0.6536	NPC205652
Remote Similarity	0.6535	NPC9894
Remote Similarity	0.6531	NPC315491
Remote Similarity	0.6531	NPC45459
Remote Similarity	0.6528	NPC29472
Remote Similarity	0.6526	NPC296527
Remote Similarity	0.6522	NPC476950
Remote Similarity	0.6522	NPC168153
Remote Similarity	0.6519	NPC33507
Remote Similarity	0.6517	NPC195766
Remote Similarity	0.6517	NPC206736
Remote Similarity	0.6516	NPC192209
Remote Similarity	0.6513	NPC192315
Remote Similarity	0.6512	NPC254798
Remote Similarity	0.651	NPC76327
Remote Similarity	0.651	NPC259350
Remote Similarity	0.651	NPC37584
Remote Similarity	0.651	NPC223236
Remote Similarity	0.6505	NPC477609
Remote Similarity	0.6503	NPC34508
Remote Similarity	0.65	NPC53344
Remote Similarity	0.65	NPC270918
Remote Similarity	0.65	NPC70172
Remote Similarity	0.6495	NPC251090
Remote Similarity	0.6495	NPC242209
Remote Similarity	0.6494	NPC60538
Remote Similarity	0.6494	NPC207824
Remote Similarity	0.6493	NPC6215
Remote Similarity	0.6488	NPC477110
Remote Similarity	0.6488	NPC183407
Remote Similarity	0.6484	NPC126481
Remote Similarity	0.6484	NPC476573
Remote Similarity	0.6484	NPC288430
Remote Similarity	0.6484	NPC35627
Remote Similarity	0.6484	NPC81247
Remote Similarity	0.6482	NPC470500
Remote Similarity	0.648	NPC32200
Remote Similarity	0.648	NPC72291
Remote Similarity	0.6471	NPC187036
Remote Similarity	0.6471	NPC74562
Remote Similarity	0.6471	NPC151781
Remote Similarity	0.6471	NPC477610
Remote Similarity	0.6471	NPC316181

Drug Structure

NPD5599 OpenBabel08211708292D 29 32 0 0 0 0 0 0 0 0999 V2000 6.8014 -4.9867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6773 -3.4702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6697 -2.9311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6705 1.0022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9258 -4.4810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8018 -2.9644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5045 -0.4814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6698 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3401 -0.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1752 -0.4828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0504 -2.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0506 -1.9529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6702 -1.9279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3397 -1.9292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6699 -1.9286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6703 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5047 -1.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5048 -0.4824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8349 -1.4462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5046 -1.4468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8347 -0.4818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8348 -1.4465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8350 -0.4821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 5.9260 -3.4698 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1750 -1.4472 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3395 -1.9275 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7317 -2.8079 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 25 1 0 0 0 0 6 25 1 0 0 0 0 7 8 2 0 0 0 0 7 17 1 0 0 0 0 8 21 1 0 0 0 0 9 10 2 0 0 0 0 9 18 1 0 0 0 0 10 26 1 0 0 0 0 11 12 1 0 0 0 0 11 25 1 0 0 0 0 12 26 1 0 0 0 0 13 17 2 0 0 0 0 13 19 1 0 0 0 0 14 20 2 0 0 0 0 14 26 1 0 0 0 0 15 20 1 0 0 0 0 15 22 2 0 0 0 0 16 18 2 0 0 0 0 16 23 1 0 0 0 0 17 27 1 0 0 0 0 18 20 1 0 0 0 0 19 21 2 0 0 0 0 19 22 1 0 0 0 0 21 24 1 0 0 0 0 22 23 1 0 0 0 0 23 24 2 0 0 0 0 24 28 1 0 0 0 0 27 29 1 0 0 0 0 M CHG 1 24 1 M END $$$$

External Identifiers

TTD	DIB003496
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	362.22
ALogP	-0.4077
MLogP	3.55
XLogP	4.358
HDA	2
HBD	2
Rotatable Bonds	10
TPSA	40.68
RO5 Violation	0