NPASS drugs

Drug Information

Drug ID:	NPD3578
Drug Name:
Molecular Formula:	C19H25Cl2N3O3
Canonical SMILES:	COC(=O)N1CCN(C(C1)CN1CCCC1)C(=O)Cc1ccc(c(c1)Cl)Cl
Standard InCHI:	InChI=1S/C19H25Cl2N3O3/c1-27-19(26)23-8-9-24(15(13-23)12-22-6-2-3-7-22)18(25)11-14-4-5-16(20)17(21)10-14/h4-5,10,15H,2-3,6-9,11-13H2,1H3
Standard InCHIKey:	HJUAKZYKCANOOZ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3578

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	107
0.1-0.2	1250
0.2-0.3	7357
0.3-0.4	16003
0.4-0.5	5260
0.5-0.6	810
0.6-0.7	102
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	0.7419	NPC473418
Remote Similarity	0.6791	NPC113099
Remote Similarity	0.6691	NPC315276
Remote Similarity	0.6691	NPC285926
Remote Similarity	0.6691	NPC14672
Remote Similarity	0.6689	NPC316906
Remote Similarity	0.6619	NPC27833
Remote Similarity	0.6619	NPC200964
Remote Similarity	0.6525	NPC213126
Remote Similarity	0.6525	NPC84281
Remote Similarity	0.6525	NPC291027
Remote Similarity	0.6525	NPC169485
Remote Similarity	0.6525	NPC317474
Remote Similarity	0.65	NPC302169
Remote Similarity	0.6489	NPC167336
Remote Similarity	0.648	NPC71140
Remote Similarity	0.6479	NPC474082
Remote Similarity	0.6479	NPC175726
Remote Similarity	0.6475	NPC220698
Remote Similarity	0.6439	NPC45033
Remote Similarity	0.6429	NPC256452
Remote Similarity	0.6423	NPC33742
Remote Similarity	0.6418	NPC158854
Remote Similarity	0.6406	NPC322598
Remote Similarity	0.6389	NPC474847
Remote Similarity	0.637	NPC473322
Remote Similarity	0.6364	NPC6975
Remote Similarity	0.6358	NPC470884
Remote Similarity	0.6358	NPC476133
Remote Similarity	0.6358	NPC98424
Remote Similarity	0.6358	NPC92784
Remote Similarity	0.6358	NPC178662
Remote Similarity	0.635	NPC35850
Remote Similarity	0.635	NPC276949
Remote Similarity	0.6349	NPC474974
Remote Similarity	0.6345	NPC136453
Remote Similarity	0.6345	NPC65310
Remote Similarity	0.634	NPC161069
Remote Similarity	0.6328	NPC472258
Remote Similarity	0.6327	NPC200589
Remote Similarity	0.6304	NPC471318
Remote Similarity	0.6301	NPC239990
Remote Similarity	0.6301	NPC89923
Remote Similarity	0.6301	NPC105114
Remote Similarity	0.6301	NPC152850
Remote Similarity	0.6301	NPC71933
Remote Similarity	0.6294	NPC26285
Remote Similarity	0.6286	NPC470545
Remote Similarity	0.6284	NPC255447
Remote Similarity	0.6275	NPC469426
Remote Similarity	0.6275	NPC469427
Remote Similarity	0.6275	NPC263493
Remote Similarity	0.6275	NPC269398
Remote Similarity	0.6269	NPC55529
Remote Similarity	0.6267	NPC248283
Remote Similarity	0.626	NPC17497
Remote Similarity	0.626	NPC305602
Remote Similarity	0.6259	NPC473573
Remote Similarity	0.6258	NPC209509
Remote Similarity	0.625	NPC313981
Remote Similarity	0.6241	NPC320656
Remote Similarity	0.6241	NPC470546
Remote Similarity	0.6224	NPC202521
Remote Similarity	0.6218	NPC262077
Remote Similarity	0.6216	NPC69496
Remote Similarity	0.6214	NPC470544
Remote Similarity	0.6194	NPC52748
Remote Similarity	0.6194	NPC476978
Remote Similarity	0.6184	NPC471265
Remote Similarity	0.6184	NPC471264
Remote Similarity	0.6178	NPC138775
Remote Similarity	0.6174	NPC157311
Remote Similarity	0.6159	NPC313352
Remote Similarity	0.6154	NPC5620
Remote Similarity	0.6154	NPC476990
Remote Similarity	0.6133	NPC257390
Remote Similarity	0.6133	NPC44805
Remote Similarity	0.6133	NPC8761
Remote Similarity	0.6119	NPC476198
Remote Similarity	0.6111	NPC71684
Remote Similarity	0.6104	NPC239762
Remote Similarity	0.6104	NPC163392
Remote Similarity	0.6096	NPC222466
Remote Similarity	0.6093	NPC233910
Remote Similarity	0.6093	NPC245836
Remote Similarity	0.6078	NPC325599
Remote Similarity	0.6069	NPC252878
Remote Similarity	0.6067	NPC130309
Remote Similarity	0.6054	NPC101719
Remote Similarity	0.6054	NPC79698
Remote Similarity	0.604	NPC469666
Remote Similarity	0.604	NPC111428
Remote Similarity	0.6038	NPC471820
Remote Similarity	0.6038	NPC471821
Remote Similarity	0.6033	NPC231986
Remote Similarity	0.6027	NPC46427
Remote Similarity	0.6026	NPC473962
Remote Similarity	0.6016	NPC473661
Remote Similarity	0.6	NPC268841
Remote Similarity	0.6	NPC129666
Remote Similarity	0.6	NPC46098
Remote Similarity	0.6	NPC307357
Remote Similarity	0.6	NPC2501
Remote Similarity	0.5988	NPC122590
Remote Similarity	0.5987	NPC314388
Remote Similarity	0.5987	NPC315283
Remote Similarity	0.5986	NPC239357
Remote Similarity	0.5985	NPC77294
Remote Similarity	0.5975	NPC225648
Remote Similarity	0.5975	NPC145113
Remote Similarity	0.5975	NPC329761
Remote Similarity	0.5971	NPC269340
Remote Similarity	0.5956	NPC473498
Remote Similarity	0.5949	NPC316008
Remote Similarity	0.5949	NPC313867
Remote Similarity	0.5949	NPC471680
Remote Similarity	0.5949	NPC322878
Remote Similarity	0.5948	NPC316104
Remote Similarity	0.5948	NPC162417
Remote Similarity	0.5938	NPC240848
Remote Similarity	0.5935	NPC281104
Remote Similarity	0.5935	NPC132636
Remote Similarity	0.5933	NPC165726
Remote Similarity	0.5933	NPC213969
Remote Similarity	0.5924	NPC139326
Remote Similarity	0.5912	NPC314358
Remote Similarity	0.5909	NPC475598
Remote Similarity	0.5909	NPC273907
Remote Similarity	0.5909	NPC79465
Remote Similarity	0.5909	NPC476102
Remote Similarity	0.5909	NPC151706
Remote Similarity	0.5909	NPC475318
Remote Similarity	0.5909	NPC9687
Remote Similarity	0.5909	NPC474787
Remote Similarity	0.5909	NPC90194
Remote Similarity	0.5909	NPC474855
Remote Similarity	0.5909	NPC260045
Remote Similarity	0.5909	NPC118099
Remote Similarity	0.5909	NPC293377
Remote Similarity	0.5909	NPC49577
Remote Similarity	0.5909	NPC474811
Remote Similarity	0.5909	NPC76785
Remote Similarity	0.5897	NPC469560
Remote Similarity	0.5894	NPC300315
Remote Similarity	0.589	NPC314192
Remote Similarity	0.589	NPC66936
Remote Similarity	0.5882	NPC143516
Remote Similarity	0.5882	NPC287401
Remote Similarity	0.5882	NPC67043
Remote Similarity	0.5871	NPC127741
Remote Similarity	0.5871	NPC68865
Remote Similarity	0.5865	NPC12730
Remote Similarity	0.5855	NPC126458
Remote Similarity	0.5852	NPC471310
Remote Similarity	0.5849	NPC477217
Remote Similarity	0.5849	NPC315266
Remote Similarity	0.5849	NPC201244
Remote Similarity	0.5839	NPC474804
Remote Similarity	0.5839	NPC105717
Remote Similarity	0.5839	NPC474973
Remote Similarity	0.5839	NPC130898
Remote Similarity	0.5839	NPC471447
Remote Similarity	0.5833	NPC313694
Remote Similarity	0.5833	NPC242159
Remote Similarity	0.5828	NPC162104
Remote Similarity	0.5828	NPC473329
Remote Similarity	0.5823	NPC470301
Remote Similarity	0.5823	NPC197682
Remote Similarity	0.5822	NPC316582
Remote Similarity	0.5809	NPC275467
Remote Similarity	0.5808	NPC113946
Remote Similarity	0.5806	NPC474088
Remote Similarity	0.5802	NPC283783
Remote Similarity	0.5793	NPC228515
Remote Similarity	0.5786	NPC319579
Remote Similarity	0.5778	NPC329375
Remote Similarity	0.5776	NPC135121
Remote Similarity	0.5776	NPC16188
Remote Similarity	0.5772	NPC285394
Remote Similarity	0.5772	NPC22746
Remote Similarity	0.5769	NPC471123
Remote Similarity	0.5766	NPC474559
Remote Similarity	0.5762	NPC319766
Remote Similarity	0.5759	NPC168113
Remote Similarity	0.5755	NPC473676
Remote Similarity	0.5749	NPC297145
Remote Similarity	0.5749	NPC197743
Remote Similarity	0.5742	NPC474473
Remote Similarity	0.5742	NPC141050
Remote Similarity	0.5741	NPC189908
Remote Similarity	0.5735	NPC164859
Remote Similarity	0.5734	NPC246904
Remote Similarity	0.5732	NPC89489
Remote Similarity	0.5725	NPC246757
Remote Similarity	0.5725	NPC291070
Remote Similarity	0.5724	NPC476440
Remote Similarity	0.5724	NPC169328
Remote Similarity	0.5723	NPC478076
Remote Similarity	0.5723	NPC116961
Remote Similarity	0.5723	NPC468984

Drug Structure

NPD3578 OpenBabel08211703112D 27 29 0 0 1 0 0 0 0 0999 V2000 -6.9282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -1.1636 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 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 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 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 -3.4641 -3.0000 0.0000 C 0 0 3 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 14 1 0 0 0 0 5 16 1 0 0 0 0 6 22 1 0 0 0 0 7 22 1 0 0 0 0 8 9 1 0 0 0 0 8 23 1 0 0 0 0 9 24 1 0 0 0 0 10 14 2 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 12 22 1 0 0 0 0 13 15 1 0 0 0 0 13 23 1 0 0 0 0 15 24 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 24 1 0 0 0 0 18 25 2 0 0 0 0 19 23 1 0 0 0 0 19 26 2 0 0 0 0 19 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004618
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3505
ChEBI
CAS Number

Drug Properties

Molecular Weight	413.13
ALogP	0.3633
MLogP	2.67
XLogP	2.148
HDA	6
HBD	0
Rotatable Bonds	10
TPSA	53.09
RO5 Violation	0