NPASS drugs

Drug Information

Drug ID:	NPD4796
Drug Name:	eptastigmine
Molecular Formula:	C21H33N3O2
Canonical SMILES:	CCCCCCCN=C(Oc1ccc2c(c1)[C@]1(C)CCN([C@@H]1N2C)C)O
Standard InCHI:	InChI=1S/C21H33N3O2/c1-5-6-7-8-9-13-22-20(25)26-16-10-11-18-17(15-16)21(2)12-14-23(3)19(21)24(18)4/h10-11,15,19H,5-9,12-14H2,1-4H3,(H,22,25)/t19-,21+/m1/s1
Standard InCHIKey:	RRGMXBQMCUKRLH-CTNGQTDRSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4796

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	250
0.1-0.2	1235
0.2-0.3	7283
0.3-0.4	5393
0.4-0.5	10852
0.5-0.6	4796
0.6-0.7	1046
0.7-0.8	31
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	3

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
High Similarity	0.9867	NPC315498
High Similarity	0.9867	NPC230942
High Similarity	0.9613	NPC85482
High Similarity	0.8987	NPC70172
Intermediate Similarity	0.7879	NPC469428
Intermediate Similarity	0.7544	NPC24954
Intermediate Similarity	0.7459	NPC21425
Intermediate Similarity	0.7377	NPC473569
Intermediate Similarity	0.7377	NPC5630
Intermediate Similarity	0.7302	NPC127178
Intermediate Similarity	0.7211	NPC138830
Intermediate Similarity	0.7166	NPC307963
Intermediate Similarity	0.7159	NPC33507
Intermediate Similarity	0.7151	NPC22476
Intermediate Similarity	0.7151	NPC225857
Intermediate Similarity	0.715	NPC475147
Intermediate Similarity	0.7143	NPC98197
Intermediate Similarity	0.7135	NPC217294
Intermediate Similarity	0.7135	NPC477186
Intermediate Similarity	0.7127	NPC287588
Intermediate Similarity	0.7112	NPC79213
Intermediate Similarity	0.7112	NPC204970
Intermediate Similarity	0.7074	NPC203972
Intermediate Similarity	0.7071	NPC119722
Intermediate Similarity	0.7065	NPC249405
Intermediate Similarity	0.7059	NPC92111
Intermediate Similarity	0.7052	NPC78733
Intermediate Similarity	0.7049	NPC176127
Intermediate Similarity	0.7031	NPC25897
Intermediate Similarity	0.7011	NPC179704
Intermediate Similarity	0.701	NPC475774
Intermediate Similarity	0.7005	NPC474904
Intermediate Similarity	0.7005	NPC168250
Intermediate Similarity	0.7005	NPC76748
Intermediate Similarity	0.7005	NPC475133
Remote Similarity	0.6989	NPC97072
Remote Similarity	0.6989	NPC215829
Remote Similarity	0.6985	NPC127996
Remote Similarity	0.6974	NPC470484
Remote Similarity	0.6971	NPC93653
Remote Similarity	0.697	NPC269449
Remote Similarity	0.6965	NPC234772
Remote Similarity	0.6963	NPC161804
Remote Similarity	0.6959	NPC52801
Remote Similarity	0.6952	NPC296527
Remote Similarity	0.6947	NPC243626
Remote Similarity	0.6939	NPC472111
Remote Similarity	0.6937	NPC471321
Remote Similarity	0.6937	NPC471306
Remote Similarity	0.6935	NPC82541
Remote Similarity	0.6923	NPC285941
Remote Similarity	0.6915	NPC174629
Remote Similarity	0.6915	NPC312531
Remote Similarity	0.6914	NPC471122
Remote Similarity	0.6911	NPC251090
Remote Similarity	0.6911	NPC162653
Remote Similarity	0.6903	NPC17388
Remote Similarity	0.6903	NPC160120
Remote Similarity	0.6903	NPC289330
Remote Similarity	0.6903	NPC53596
Remote Similarity	0.6903	NPC471308
Remote Similarity	0.6897	NPC315257
Remote Similarity	0.6895	NPC302001
Remote Similarity	0.6888	NPC87714
Remote Similarity	0.6885	NPC94174
Remote Similarity	0.6878	NPC470483
Remote Similarity	0.6878	NPC203628
Remote Similarity	0.6866	NPC473006
Remote Similarity	0.6863	NPC288110
Remote Similarity	0.6856	NPC329793
Remote Similarity	0.6853	NPC246140
Remote Similarity	0.6853	NPC195787
Remote Similarity	0.6851	NPC290759
Remote Similarity	0.6851	NPC158148
Remote Similarity	0.6851	NPC82533
Remote Similarity	0.6851	NPC266176
Remote Similarity	0.6848	NPC5167
Remote Similarity	0.6848	NPC85613
Remote Similarity	0.6847	NPC126556
Remote Similarity	0.6845	NPC33902
Remote Similarity	0.6845	NPC276674
Remote Similarity	0.6842	NPC473004
Remote Similarity	0.6839	NPC100863
Remote Similarity	0.6839	NPC223124
Remote Similarity	0.6834	NPC469589
Remote Similarity	0.6825	NPC474059
Remote Similarity	0.6821	NPC13397
Remote Similarity	0.6816	NPC472098
Remote Similarity	0.6813	NPC311991
Remote Similarity	0.6806	NPC470485
Remote Similarity	0.6802	NPC475959
Remote Similarity	0.6786	NPC474077
Remote Similarity	0.6784	NPC476465
Remote Similarity	0.678	NPC108826
Remote Similarity	0.6776	NPC225597
Remote Similarity	0.6776	NPC477640
Remote Similarity	0.6776	NPC470739
Remote Similarity	0.6772	NPC471315
Remote Similarity	0.6772	NPC471314
Remote Similarity	0.6769	NPC67904
Remote Similarity	0.6768	NPC475841
Remote Similarity	0.6768	NPC261388
Remote Similarity	0.6768	NPC474145
Remote Similarity	0.6761	NPC93593
Remote Similarity	0.676	NPC471124
Remote Similarity	0.6758	NPC58766
Remote Similarity	0.6758	NPC475686
Remote Similarity	0.6758	NPC477185
Remote Similarity	0.6757	NPC70092
Remote Similarity	0.6753	NPC71124
Remote Similarity	0.6747	NPC7018
Remote Similarity	0.6743	NPC233029
Remote Similarity	0.6743	NPC210148
Remote Similarity	0.6743	NPC148898
Remote Similarity	0.674	NPC476002
Remote Similarity	0.6739	NPC477187
Remote Similarity	0.6736	NPC303214
Remote Similarity	0.6734	NPC478075
Remote Similarity	0.6733	NPC159815
Remote Similarity	0.6725	NPC146370
Remote Similarity	0.6724	NPC223125
Remote Similarity	0.6723	NPC147091
Remote Similarity	0.6722	NPC320104
Remote Similarity	0.6721	NPC474475
Remote Similarity	0.672	NPC190461
Remote Similarity	0.6717	NPC14339
Remote Similarity	0.6715	NPC46259
Remote Similarity	0.6705	NPC318086
Remote Similarity	0.6705	NPC292003
Remote Similarity	0.6704	NPC292143
Remote Similarity	0.6704	NPC139506
Remote Similarity	0.6703	NPC471604
Remote Similarity	0.6703	NPC100566
Remote Similarity	0.6703	NPC310894
Remote Similarity	0.6702	NPC473007
Remote Similarity	0.6701	NPC272706
Remote Similarity	0.6701	NPC472191
Remote Similarity	0.67	NPC478074
Remote Similarity	0.6685	NPC68650
Remote Similarity	0.6685	NPC65403
Remote Similarity	0.6684	NPC230313
Remote Similarity	0.6684	NPC198401
Remote Similarity	0.6684	NPC320088
Remote Similarity	0.6667	NPC218733
Remote Similarity	0.6667	NPC470069
Remote Similarity	0.6667	NPC265642
Remote Similarity	0.6667	NPC172403
Remote Similarity	0.6667	NPC10653
Remote Similarity	0.6667	NPC132874
Remote Similarity	0.6667	NPC223427
Remote Similarity	0.6667	NPC474470
Remote Similarity	0.6667	NPC52059
Remote Similarity	0.6667	NPC138615
Remote Similarity	0.6667	NPC318525
Remote Similarity	0.6667	NPC171171
Remote Similarity	0.6667	NPC283999
Remote Similarity	0.6667	NPC264782
Remote Similarity	0.665	NPC96321
Remote Similarity	0.665	NPC94157
Remote Similarity	0.665	NPC232600
Remote Similarity	0.665	NPC295676
Remote Similarity	0.6649	NPC228040
Remote Similarity	0.6635	NPC128476
Remote Similarity	0.6635	NPC473458
Remote Similarity	0.6634	NPC471304
Remote Similarity	0.6633	NPC5374
Remote Similarity	0.6632	NPC254957
Remote Similarity	0.6631	NPC270301
Remote Similarity	0.6631	NPC15919
Remote Similarity	0.663	NPC75958
Remote Similarity	0.6629	NPC234392
Remote Similarity	0.6629	NPC243673
Remote Similarity	0.6629	NPC148468
Remote Similarity	0.6629	NPC63210
Remote Similarity	0.6629	NPC31311
Remote Similarity	0.6629	NPC310403
Remote Similarity	0.6629	NPC263709
Remote Similarity	0.6629	NPC219383
Remote Similarity	0.6629	NPC97380
Remote Similarity	0.6628	NPC185838
Remote Similarity	0.6627	NPC314682
Remote Similarity	0.6618	NPC471080
Remote Similarity	0.6618	NPC266931
Remote Similarity	0.6618	NPC469592
Remote Similarity	0.6618	NPC222046
Remote Similarity	0.6618	NPC219397
Remote Similarity	0.6617	NPC317709
Remote Similarity	0.6617	NPC329329
Remote Similarity	0.6614	NPC314002
Remote Similarity	0.6612	NPC190332
Remote Similarity	0.6612	NPC181653
Remote Similarity	0.6602	NPC195636
Remote Similarity	0.6599	NPC176538
Remote Similarity	0.6596	NPC244554
Remote Similarity	0.6593	NPC247972
Remote Similarity	0.6588	NPC213206
Remote Similarity	0.6588	NPC474915
Remote Similarity	0.6588	NPC188163
Remote Similarity	0.6588	NPC328750
Remote Similarity	0.6587	NPC11147

Drug Structure

NPD4796 OpenBabel08211705272D 27 29 0 0 1 0 0 0 0 0999 V2000 7.7502 -4.6419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4996 2.7464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4931 0.4374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0031 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8661 -4.1398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8589 -3.1230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9748 -2.6208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9677 -1.6041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0836 -1.1019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4306 0.4919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6289 0.0215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8147 2.3505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0764 -0.0851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6354 1.8699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6158 1.8805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4241 1.4214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8141 1.4101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8207 0.4806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8145 0.4703 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1851 1.4338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0004 1.8804 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1923 0.4171 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6288 0.9404 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 5.0621 1.9484 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3010 1.9360 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9462 1.4462 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 3 23 1 0 0 0 0 4 24 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 13 1 0 0 0 0 10 11 2 0 0 0 0 10 16 1 0 0 0 0 11 18 1 0 0 0 0 12 14 1 0 0 0 0 12 21 1 0 0 0 0 13 22 1 0 0 0 0 14 23 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 16 26 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 24 1 0 0 0 0 19 21 1 6 0 0 0 19 23 1 0 0 0 0 19 24 1 0 0 0 0 20 22 2 3 0 0 0 20 25 1 0 0 0 0 20 26 1 0 0 0 0 21 2 1 6 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009619
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	359.26
ALogP	-0.2295
MLogP	3.22
XLogP	5.568
HDA	4
HBD	1
Rotatable Bonds	13
TPSA	48.3
RO5 Violation	1