NPASS drugs

Drug Information

Drug ID:	NPD3118
Drug Name:
Molecular Formula:	C18H26ClN3O2
Canonical SMILES:	COCCN1CCN(CC1)C[C@H]1CCN(C1=O)c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C18H26ClN3O2/c1-24-13-12-20-8-10-21(11-9-20)14-15-6-7-22(18(15)23)17-4-2-16(19)3-5-17/h2-5,15H,6-14H2,1H3/t15-/m1/s1
Standard InCHIKey:	DKVVPXLIRYCKCS-OAHLLOKOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3118

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	116
0.1-0.2	2278
0.2-0.3	14149
0.3-0.4	10123
0.4-0.5	3238
0.5-0.6	914
0.6-0.7	71
0.7-0.8	1
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	0.7055	NPC325599
Remote Similarity	0.6957	NPC316582
Remote Similarity	0.6755	NPC470301
Remote Similarity	0.6691	NPC228515
Remote Similarity	0.6689	NPC313352
Remote Similarity	0.6645	NPC186284
Remote Similarity	0.6645	NPC22082
Remote Similarity	0.6617	NPC20322
Remote Similarity	0.6589	NPC75496
Remote Similarity	0.6584	NPC113946
Remote Similarity	0.6579	NPC130251
Remote Similarity	0.6577	NPC316104
Remote Similarity	0.6577	NPC162417
Remote Similarity	0.6513	NPC469560
Remote Similarity	0.649	NPC471123
Remote Similarity	0.6489	NPC291610
Remote Similarity	0.6478	NPC66936
Remote Similarity	0.6463	NPC472120
Remote Similarity	0.6463	NPC472101
Remote Similarity	0.6412	NPC326792
Remote Similarity	0.6402	NPC309531
Remote Similarity	0.6402	NPC472102
Remote Similarity	0.6386	NPC472106
Remote Similarity	0.6375	NPC243756
Remote Similarity	0.6364	NPC472117
Remote Similarity	0.6347	NPC279527
Remote Similarity	0.6347	NPC214960
Remote Similarity	0.6323	NPC301760
Remote Similarity	0.6319	NPC29285
Remote Similarity	0.628	NPC104345
Remote Similarity	0.628	NPC477887
Remote Similarity	0.6268	NPC31651
Remote Similarity	0.6242	NPC469537
Remote Similarity	0.6228	NPC328270
Remote Similarity	0.6218	NPC471164
Remote Similarity	0.6211	NPC473329
Remote Similarity	0.62	NPC187231
Remote Similarity	0.6199	NPC285622
Remote Similarity	0.6197	NPC125416
Remote Similarity	0.6196	NPC478076
Remote Similarity	0.6182	NPC222029
Remote Similarity	0.6174	NPC469949
Remote Similarity	0.6173	NPC154602
Remote Similarity	0.6154	NPC315051
Remote Similarity	0.614	NPC471648
Remote Similarity	0.6135	NPC122106
Remote Similarity	0.6108	NPC225319
Remote Similarity	0.6108	NPC68650
Remote Similarity	0.6105	NPC96901
Remote Similarity	0.6096	NPC475915
Remote Similarity	0.6092	NPC14325
Remote Similarity	0.6092	NPC28848
Remote Similarity	0.6071	NPC176983
Remote Similarity	0.6069	NPC291962
Remote Similarity	0.6069	NPC177684
Remote Similarity	0.6067	NPC478079
Remote Similarity	0.6059	NPC472114
Remote Similarity	0.6059	NPC472115
Remote Similarity	0.6051	NPC204156
Remote Similarity	0.6048	NPC276085
Remote Similarity	0.6027	NPC161956
Remote Similarity	0.6027	NPC258531
Remote Similarity	0.6027	NPC112373
Remote Similarity	0.6026	NPC122553
Remote Similarity	0.6025	NPC324445
Remote Similarity	0.6024	NPC469536
Remote Similarity	0.6023	NPC11149
Remote Similarity	0.6013	NPC207428
Remote Similarity	0.6013	NPC53044
Remote Similarity	0.6012	NPC474058
Remote Similarity	0.6	NPC250476
Remote Similarity	0.6	NPC471124
Remote Similarity	0.5988	NPC212799
Remote Similarity	0.5988	NPC116961
Remote Similarity	0.5988	NPC472118
Remote Similarity	0.5987	NPC65408
Remote Similarity	0.5986	NPC57051
Remote Similarity	0.5985	NPC313810
Remote Similarity	0.5985	NPC473418
Remote Similarity	0.5976	NPC286871
Remote Similarity	0.5962	NPC267508
Remote Similarity	0.596	NPC476950
Remote Similarity	0.5959	NPC226143
Remote Similarity	0.5952	NPC471122
Remote Similarity	0.5939	NPC285381
Remote Similarity	0.5939	NPC117032
Remote Similarity	0.5934	NPC473298
Remote Similarity	0.593	NPC475248
Remote Similarity	0.593	NPC63047
Remote Similarity	0.5926	NPC470440
Remote Similarity	0.592	NPC251212
Remote Similarity	0.592	NPC139085
Remote Similarity	0.592	NPC177261
Remote Similarity	0.592	NPC214626
Remote Similarity	0.5917	NPC143457
Remote Similarity	0.5917	NPC201424
Remote Similarity	0.5906	NPC254698
Remote Similarity	0.5882	NPC282339
Remote Similarity	0.5882	NPC99632
Remote Similarity	0.5882	NPC194881
Remote Similarity	0.5878	NPC257490
Remote Similarity	0.5876	NPC475094
Remote Similarity	0.5858	NPC193410
Remote Similarity	0.5854	NPC109787
Remote Similarity	0.5852	NPC129624
Remote Similarity	0.5844	NPC231382
Remote Similarity	0.5843	NPC286994
Remote Similarity	0.5833	NPC84317
Remote Similarity	0.5833	NPC474974
Remote Similarity	0.5829	NPC476425
Remote Similarity	0.5829	NPC473743
Remote Similarity	0.5824	NPC315368
Remote Similarity	0.5824	NPC248117
Remote Similarity	0.5822	NPC192209
Remote Similarity	0.5813	NPC315348
Remote Similarity	0.5813	NPC32002
Remote Similarity	0.5811	NPC317564
Remote Similarity	0.5801	NPC259626
Remote Similarity	0.5801	NPC322621
Remote Similarity	0.58	NPC328683
Remote Similarity	0.58	NPC283130
Remote Similarity	0.58	NPC6975
Remote Similarity	0.5799	NPC61013
Remote Similarity	0.5796	NPC300299
Remote Similarity	0.5795	NPC470548
Remote Similarity	0.5793	NPC254798
Remote Similarity	0.5789	NPC322433
Remote Similarity	0.5789	NPC85651
Remote Similarity	0.5787	NPC321211
Remote Similarity	0.5782	NPC220698
Remote Similarity	0.5778	NPC477159
Remote Similarity	0.5772	NPC202521
Remote Similarity	0.5772	NPC314192
Remote Similarity	0.5771	NPC355
Remote Similarity	0.5769	NPC311858
Remote Similarity	0.5765	NPC154478
Remote Similarity	0.5765	NPC477591
Remote Similarity	0.5764	NPC296163
Remote Similarity	0.5763	NPC476441
Remote Similarity	0.5755	NPC313362
Remote Similarity	0.5753	NPC313673
Remote Similarity	0.575	NPC207554
Remote Similarity	0.5747	NPC223595
Remote Similarity	0.5747	NPC167724
Remote Similarity	0.5747	NPC224970
Remote Similarity	0.5746	NPC2933
Remote Similarity	0.5746	NPC470003
Remote Similarity	0.5741	NPC308197
Remote Similarity	0.5739	NPC161861
Remote Similarity	0.5739	NPC242269
Remote Similarity	0.5738	NPC181928
Remote Similarity	0.5733	NPC39818
Remote Similarity	0.5732	NPC264589
Remote Similarity	0.573	NPC260075
Remote Similarity	0.5724	NPC472244
Remote Similarity	0.5724	NPC470343
Remote Similarity	0.5723	NPC287358
Remote Similarity	0.5714	NPC150863
Remote Similarity	0.5714	NPC209389
Remote Similarity	0.5707	NPC471663
Remote Similarity	0.5705	NPC279385
Remote Similarity	0.5705	NPC200964
Remote Similarity	0.5705	NPC302169
Remote Similarity	0.5705	NPC179605
Remote Similarity	0.5705	NPC476990
Remote Similarity	0.5704	NPC472258
Remote Similarity	0.5698	NPC469741
Remote Similarity	0.5691	NPC143533
Remote Similarity	0.5691	NPC256288
Remote Similarity	0.5691	NPC314659
Remote Similarity	0.5689	NPC314223
Remote Similarity	0.5687	NPC83214
Remote Similarity	0.5687	NPC471312
Remote Similarity	0.5683	NPC478077
Remote Similarity	0.5679	NPC238499
Remote Similarity	0.5677	NPC280807
Remote Similarity	0.5677	NPC314431
Remote Similarity	0.5677	NPC472245
Remote Similarity	0.5676	NPC264580
Remote Similarity	0.5676	NPC128582
Remote Similarity	0.5673	NPC36495
Remote Similarity	0.5673	NPC301163
Remote Similarity	0.5669	NPC134825
Remote Similarity	0.5667	NPC103292
Remote Similarity	0.5665	NPC138293
Remote Similarity	0.5665	NPC21174
Remote Similarity	0.5665	NPC113056
Remote Similarity	0.5665	NPC271797
Remote Similarity	0.5663	NPC242000
Remote Similarity	0.566	NPC471265
Remote Similarity	0.566	NPC471264
Remote Similarity	0.5652	NPC469426
Remote Similarity	0.5652	NPC469427
Remote Similarity	0.5646	NPC315276
Remote Similarity	0.5646	NPC285926
Remote Similarity	0.5646	NPC14672
Remote Similarity	0.5646	NPC470544
Remote Similarity	0.5645	NPC129909
Remote Similarity	0.5645	NPC473763
Remote Similarity	0.5645	NPC117244

Drug Structure

NPD3118 OpenBabel08211702562D 24 26 0 0 1 0 0 0 0 0999 V2000 -6.7810 -2.8223 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 0.8660 -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 -1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3852 -1.6997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8029 -2.4042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9785 -0.7862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3961 -1.4907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2041 -3.4223 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1987 -3.5268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5772 0.2319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 0.3364 0.0000 C 0 0 2 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 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.7974 -2.5088 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.9839 -0.6817 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 -1.1215 -1.3849 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7865 -2.7178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 4 1 0 0 0 0 2 16 2 0 0 0 0 3 5 2 0 0 0 0 3 16 1 0 0 0 0 4 17 2 0 0 0 0 5 17 1 0 0 0 0 6 7 1 0 0 0 0 6 15 1 0 0 0 0 7 22 1 0 0 0 0 8 10 1 0 0 0 0 8 20 1 0 0 0 0 9 11 1 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 12 20 1 0 0 0 0 13 24 1 0 0 0 0 14 21 1 0 0 0 0 15 14 1 1 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 17 22 1 0 0 0 0 18 22 1 0 0 0 0 18 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000888
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9892249
ChEBI
CAS Number

Drug Properties

Molecular Weight	351.17
ALogP	-0.2558
MLogP	2.78
XLogP	1.434
HDA	5
HBD	0
Rotatable Bonds	8
TPSA	36.02
RO5 Violation	0