NPASS drugs

Drug Information

Drug ID:	NPD4795
Drug Name:	sitamaquine
Molecular Formula:	C21H33N3O
Canonical SMILES:	CCN(CCCCCCNc1cc(OC)cc2c1nccc2C)CC
Standard InCHI:	InChI=1S/C21H33N3O/c1-5-24(6-2)14-10-8-7-9-12-22-20-16-18(25-4)15-19-17(3)11-13-23-21(19)20/h11,13,15-16,22H,5-10,12,14H2,1-4H3
Standard InCHIKey:	RVAKDGYPIVSYEU-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4795

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	497
0.1-0.2	3325
0.2-0.3	9338
0.3-0.4	9094
0.4-0.5	5194
0.5-0.6	1936
0.6-0.7	1124
0.7-0.8	344
0.8-0.85	31
0.85-0.9	6
0.9-0.95	0
0.95-1	1

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	0.967	NPC315957
High Similarity	0.8842	NPC176538
High Similarity	0.8717	NPC92111
High Similarity	0.8698	NPC232727
High Similarity	0.8663	NPC76748
High Similarity	0.861	NPC296527
High Similarity	0.8526	NPC307963
Intermediate Similarity	0.8442	NPC123976
Intermediate Similarity	0.8442	NPC167860
Intermediate Similarity	0.84	NPC208284
Intermediate Similarity	0.8376	NPC285558
Intermediate Similarity	0.8359	NPC121772
Intermediate Similarity	0.8342	NPC251090
Intermediate Similarity	0.8342	NPC13880
Intermediate Similarity	0.8265	NPC19872
Intermediate Similarity	0.825	NPC82548
Intermediate Similarity	0.8232	NPC245816
Intermediate Similarity	0.8232	NPC476138
Intermediate Similarity	0.8213	NPC310118
Intermediate Similarity	0.8204	NPC213530
Intermediate Similarity	0.8204	NPC193267
Intermediate Similarity	0.8177	NPC26679
Intermediate Similarity	0.8177	NPC316981
Intermediate Similarity	0.8148	NPC176127
Intermediate Similarity	0.8137	NPC162530
Intermediate Similarity	0.8119	NPC174758
Intermediate Similarity	0.8119	NPC174672
Intermediate Similarity	0.8119	NPC185782
Intermediate Similarity	0.81	NPC475070
Intermediate Similarity	0.8081	NPC329793
Intermediate Similarity	0.8069	NPC476465
Intermediate Similarity	0.8038	NPC60621
Intermediate Similarity	0.8029	NPC17565
Intermediate Similarity	0.8021	NPC171171
Intermediate Similarity	0.802	NPC267928
Intermediate Similarity	0.8019	NPC110151
Intermediate Similarity	0.801	NPC470549
Intermediate Similarity	0.801	NPC84478
Intermediate Similarity	0.799	NPC329747
Intermediate Similarity	0.7971	NPC170114
Intermediate Similarity	0.7961	NPC266931
Intermediate Similarity	0.796	NPC223427
Intermediate Similarity	0.7926	NPC295228
Intermediate Similarity	0.7921	NPC476581
Intermediate Similarity	0.7921	NPC264166
Intermediate Similarity	0.7921	NPC274291
Intermediate Similarity	0.7921	NPC36229
Intermediate Similarity	0.7921	NPC16452
Intermediate Similarity	0.7921	NPC165349
Intermediate Similarity	0.7921	NPC118832
Intermediate Similarity	0.7921	NPC329708
Intermediate Similarity	0.7921	NPC47059
Intermediate Similarity	0.7917	NPC204717
Intermediate Similarity	0.7908	NPC133140
Intermediate Similarity	0.7908	NPC195268
Intermediate Similarity	0.7902	NPC5145
Intermediate Similarity	0.7887	NPC227908
Intermediate Similarity	0.7885	NPC8022
Intermediate Similarity	0.7885	NPC470799
Intermediate Similarity	0.7885	NPC274982
Intermediate Similarity	0.7882	NPC472111
Intermediate Similarity	0.7877	NPC122436
Intermediate Similarity	0.7877	NPC65277
Intermediate Similarity	0.7876	NPC314002
Intermediate Similarity	0.787	NPC469554
Intermediate Similarity	0.7865	NPC220765
Intermediate Similarity	0.785	NPC476582
Intermediate Similarity	0.785	NPC4071
Intermediate Similarity	0.785	NPC476578
Intermediate Similarity	0.7845	NPC26872
Intermediate Similarity	0.7828	NPC131017
Intermediate Similarity	0.782	NPC472099
Intermediate Similarity	0.7817	NPC99666
Intermediate Similarity	0.7816	NPC11464
Intermediate Similarity	0.7814	NPC314954
Intermediate Similarity	0.7795	NPC46580
Intermediate Similarity	0.7789	NPC194967
Intermediate Similarity	0.7788	NPC469592
Intermediate Similarity	0.7788	NPC471080
Intermediate Similarity	0.7788	NPC476287
Intermediate Similarity	0.7788	NPC478074
Intermediate Similarity	0.7788	NPC101543
Intermediate Similarity	0.7784	NPC177404
Intermediate Similarity	0.7778	NPC106937
Intermediate Similarity	0.7772	NPC31930
Intermediate Similarity	0.7767	NPC469589
Intermediate Similarity	0.7766	NPC476518
Intermediate Similarity	0.7762	NPC473513
Intermediate Similarity	0.7761	NPC287437
Intermediate Similarity	0.7756	NPC193777
Intermediate Similarity	0.7736	NPC86078
Intermediate Similarity	0.773	NPC285635
Intermediate Similarity	0.7729	NPC471304
Intermediate Similarity	0.7725	NPC173080
Intermediate Similarity	0.7725	NPC14651
Intermediate Similarity	0.7725	NPC121658
Intermediate Similarity	0.7723	NPC234197
Intermediate Similarity	0.7718	NPC287208
Intermediate Similarity	0.7718	NPC475910
Intermediate Similarity	0.7717	NPC26850
Intermediate Similarity	0.7696	NPC162484
Intermediate Similarity	0.7696	NPC475774
Intermediate Similarity	0.7692	NPC101350
Intermediate Similarity	0.7684	NPC111624
Intermediate Similarity	0.7678	NPC304926
Intermediate Similarity	0.7678	NPC476041
Intermediate Similarity	0.7664	NPC280272
Intermediate Similarity	0.7661	NPC260434
Intermediate Similarity	0.7656	NPC202605
Intermediate Similarity	0.7656	NPC296482
Intermediate Similarity	0.7656	NPC472098
Intermediate Similarity	0.7656	NPC202768
Intermediate Similarity	0.7656	NPC184964
Intermediate Similarity	0.7656	NPC112206
Intermediate Similarity	0.7656	NPC53069
Intermediate Similarity	0.7647	NPC235685
Intermediate Similarity	0.7642	NPC469594
Intermediate Similarity	0.7641	NPC284678
Intermediate Similarity	0.7635	NPC249040
Intermediate Similarity	0.7635	NPC477019
Intermediate Similarity	0.763	NPC152768
Intermediate Similarity	0.763	NPC148183
Intermediate Similarity	0.7629	NPC161887
Intermediate Similarity	0.7613	NPC30540
Intermediate Similarity	0.7606	NPC292958
Intermediate Similarity	0.7596	NPC201697
Intermediate Similarity	0.7594	NPC305984
Intermediate Similarity	0.7586	NPC476167
Intermediate Similarity	0.7585	NPC313189
Intermediate Similarity	0.7576	NPC32771
Intermediate Similarity	0.7574	NPC77555
Intermediate Similarity	0.7574	NPC474188
Intermediate Similarity	0.7562	NPC326634
Intermediate Similarity	0.7561	NPC295898
Intermediate Similarity	0.7561	NPC211813
Intermediate Similarity	0.7561	NPC135887
Intermediate Similarity	0.7561	NPC199277
Intermediate Similarity	0.756	NPC290689
Intermediate Similarity	0.7559	NPC96321
Intermediate Similarity	0.7559	NPC23614
Intermediate Similarity	0.7559	NPC100079
Intermediate Similarity	0.755	NPC324149
Intermediate Similarity	0.7537	NPC192315
Intermediate Similarity	0.7536	NPC271215
Intermediate Similarity	0.7536	NPC323345
Intermediate Similarity	0.7536	NPC149471
Intermediate Similarity	0.7536	NPC470164
Intermediate Similarity	0.7525	NPC66083
Intermediate Similarity	0.7525	NPC242209
Intermediate Similarity	0.7512	NPC84853
Intermediate Similarity	0.75	NPC193238
Intermediate Similarity	0.75	NPC235076
Intermediate Similarity	0.7489	NPC472061
Intermediate Similarity	0.7488	NPC243834
Intermediate Similarity	0.7488	NPC264176
Intermediate Similarity	0.7488	NPC171409
Intermediate Similarity	0.7488	NPC156704
Intermediate Similarity	0.7488	NPC48353
Intermediate Similarity	0.7488	NPC224928
Intermediate Similarity	0.7488	NPC96405
Intermediate Similarity	0.7488	NPC70956
Intermediate Similarity	0.7476	NPC470020
Intermediate Similarity	0.7476	NPC188420
Intermediate Similarity	0.7474	NPC96890
Intermediate Similarity	0.7466	NPC49547
Intermediate Similarity	0.7464	NPC18348
Intermediate Similarity	0.7461	NPC312872
Intermediate Similarity	0.746	NPC118511
Intermediate Similarity	0.7452	NPC476124
Intermediate Similarity	0.7452	NPC476121
Intermediate Similarity	0.7451	NPC72211
Intermediate Similarity	0.7449	NPC266551
Intermediate Similarity	0.7449	NPC219963
Intermediate Similarity	0.7448	NPC258773
Intermediate Similarity	0.7442	NPC46451
Intermediate Similarity	0.744	NPC200836
Intermediate Similarity	0.744	NPC53144
Intermediate Similarity	0.7438	NPC70259
Intermediate Similarity	0.7429	NPC476116
Intermediate Similarity	0.7427	NPC470586
Intermediate Similarity	0.7416	NPC135549
Intermediate Similarity	0.7406	NPC251160
Intermediate Similarity	0.7406	NPC94157
Intermediate Similarity	0.7397	NPC470018
Intermediate Similarity	0.7395	NPC473041
Intermediate Similarity	0.7395	NPC303658
Intermediate Similarity	0.7389	NPC43787
Intermediate Similarity	0.7389	NPC205934
Intermediate Similarity	0.7385	NPC283152
Intermediate Similarity	0.7383	NPC477110
Intermediate Similarity	0.7381	NPC477111
Intermediate Similarity	0.7374	NPC62069
Intermediate Similarity	0.7368	NPC475841
Intermediate Similarity	0.7368	NPC474145
Intermediate Similarity	0.7368	NPC477113
Intermediate Similarity	0.7364	NPC74575
Intermediate Similarity	0.7364	NPC6215
Intermediate Similarity	0.736	NPC470474
Intermediate Similarity	0.7352	NPC21638
Intermediate Similarity	0.7348	NPC91868

Drug Structure

NPD4795 OpenBabel08211705272D 26 27 0 0 0 0 0 0 0 0999 V2000 -4.3301 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -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 -5.1962 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 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 -3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 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 -2.5981 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 -4.3301 5.5000 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 -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 -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 -1.7321 -0.0000 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 1.0000 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 -5.1962 6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 17 1 0 0 0 0 4 25 1 0 0 0 0 5 24 1 0 0 0 0 6 24 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 12 1 0 0 0 0 10 14 1 0 0 0 0 11 13 2 0 0 0 0 11 17 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 18 1 0 0 0 0 16 20 2 0 0 0 0 17 19 2 0 0 0 0 18 25 1 0 0 0 0 19 21 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 23 2 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015702
DrugBank	DB04909
ChEMBL	CHEMBL57004
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	57695-04-2

Drug Properties

Molecular Weight	343.26
ALogP	-0.2404
MLogP	3.33
XLogP	4.187
HDA	3
HBD	1
Rotatable Bonds	15
TPSA	37.39
RO5 Violation	1