NPASS drugs

Drug Information

Drug ID:	NPD4164
Drug Name:
Molecular Formula:	C20H28ClNO2
Canonical SMILES:	O=C(N1CCOCC1)CCCc1ccc(c(c1)Cl)C1CCCCC1
Standard InCHI:	InChI=1S/C20H28ClNO2/c21-19-15-16(9-10-18(19)17-6-2-1-3-7-17)5-4-8-20(23)22-11-13-24-14-12-22/h9-10,15,17H,1-8,11-14H2
Standard InCHIKey:	GCECPNQPPJYYOR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4164

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	102
0.1-0.2	980
0.2-0.3	4031
0.3-0.4	15421
0.4-0.5	9240
0.5-0.6	1008
0.6-0.7	107
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	0.7131	NPC473418
Remote Similarity	0.6807	NPC256452
Remote Similarity	0.6783	NPC316906
Remote Similarity	0.6772	NPC158854
Remote Similarity	0.6739	NPC71933
Remote Similarity	0.6739	NPC105114
Remote Similarity	0.6739	NPC152850
Remote Similarity	0.6739	NPC89923
Remote Similarity	0.6739	NPC239990
Remote Similarity	0.672	NPC167336
Remote Similarity	0.6718	NPC473573
Remote Similarity	0.6667	NPC45033
Remote Similarity	0.6667	NPC136453
Remote Similarity	0.6638	NPC305602
Remote Similarity	0.6638	NPC17497
Remote Similarity	0.6596	NPC157311
Remote Similarity	0.6549	NPC44805
Remote Similarity	0.6549	NPC8761
Remote Similarity	0.6544	NPC314192
Remote Similarity	0.6515	NPC113099
Remote Similarity	0.6471	NPC302169
Remote Similarity	0.6446	NPC71140
Remote Similarity	0.6444	NPC220698
Remote Similarity	0.6391	NPC33742
Remote Similarity	0.6377	NPC291027
Remote Similarity	0.6377	NPC317474
Remote Similarity	0.6377	NPC84281
Remote Similarity	0.6377	NPC169485
Remote Similarity	0.6377	NPC213126
Remote Similarity	0.6336	NPC313981
Remote Similarity	0.6328	NPC474910
Remote Similarity	0.6328	NPC474559
Remote Similarity	0.6316	NPC276949
Remote Similarity	0.6316	NPC35850
Remote Similarity	0.6311	NPC474974
Remote Similarity	0.6294	NPC69496
Remote Similarity	0.6294	NPC179224
Remote Similarity	0.6276	NPC233910
Remote Similarity	0.6276	NPC245836
Remote Similarity	0.625	NPC470545
Remote Similarity	0.6241	NPC79698
Remote Similarity	0.624	NPC322598
Remote Similarity	0.6233	NPC313352
Remote Similarity	0.6232	NPC316582
Remote Similarity	0.6204	NPC470546
Remote Similarity	0.62	NPC161069
Remote Similarity	0.619	NPC76785
Remote Similarity	0.619	NPC49577
Remote Similarity	0.619	NPC118099
Remote Similarity	0.619	NPC476102
Remote Similarity	0.619	NPC474811
Remote Similarity	0.619	NPC90194
Remote Similarity	0.619	NPC260045
Remote Similarity	0.619	NPC474787
Remote Similarity	0.619	NPC9687
Remote Similarity	0.619	NPC151706
Remote Similarity	0.619	NPC293377
Remote Similarity	0.619	NPC273907
Remote Similarity	0.619	NPC79465
Remote Similarity	0.619	NPC474855
Remote Similarity	0.619	NPC475318
Remote Similarity	0.619	NPC475598
Remote Similarity	0.6176	NPC285926
Remote Similarity	0.6176	NPC14672
Remote Similarity	0.6176	NPC315276
Remote Similarity	0.6176	NPC470544
Remote Similarity	0.6174	NPC157055
Remote Similarity	0.6164	NPC313663
Remote Similarity	0.6148	NPC125226
Remote Similarity	0.6148	NPC246904
Remote Similarity	0.6148	NPC471318
Remote Similarity	0.6133	NPC469426
Remote Similarity	0.6133	NPC469427
Remote Similarity	0.6127	NPC474847
Remote Similarity	0.6115	NPC200964
Remote Similarity	0.6111	NPC81092
Remote Similarity	0.6111	NPC103605
Remote Similarity	0.6111	NPC473322
Remote Similarity	0.6099	NPC175726
Remote Similarity	0.6099	NPC474082
Remote Similarity	0.6098	NPC473661
Remote Similarity	0.6071	NPC71684
Remote Similarity	0.6068	NPC230068
Remote Similarity	0.6067	NPC239762
Remote Similarity	0.6067	NPC163392
Remote Similarity	0.6056	NPC285394
Remote Similarity	0.6056	NPC222466
Remote Similarity	0.604	NPC127741
Remote Similarity	0.6039	NPC138775
Remote Similarity	0.6032	NPC472258
Remote Similarity	0.6031	NPC473498
Remote Similarity	0.6027	NPC126458
Remote Similarity	0.6027	NPC255447
Remote Similarity	0.6026	NPC269398
Remote Similarity	0.6026	NPC263493
Remote Similarity	0.6016	NPC470926
Remote Similarity	0.6014	NPC101719
Remote Similarity	0.6013	NPC209509
Remote Similarity	0.6	NPC111428
Remote Similarity	0.6	NPC470884
Remote Similarity	0.6	NPC178662
Remote Similarity	0.6	NPC27833
Remote Similarity	0.6	NPC476133
Remote Similarity	0.6	NPC98424
Remote Similarity	0.6	NPC92784
Remote Similarity	0.6	NPC165726
Remote Similarity	0.6	NPC103488
Remote Similarity	0.6	NPC213969
Remote Similarity	0.5987	NPC139326
Remote Similarity	0.5986	NPC473962
Remote Similarity	0.5986	NPC6975
Remote Similarity	0.5985	NPC55529
Remote Similarity	0.5984	NPC298115
Remote Similarity	0.5974	NPC262077
Remote Similarity	0.5971	NPC228515
Remote Similarity	0.5969	NPC329375
Remote Similarity	0.596	NPC307357
Remote Similarity	0.596	NPC46098
Remote Similarity	0.596	NPC268841
Remote Similarity	0.5959	NPC200589
Remote Similarity	0.5948	NPC476978
Remote Similarity	0.5948	NPC272260
Remote Similarity	0.5942	NPC239357
Remote Similarity	0.5938	NPC221825
Remote Similarity	0.5933	NPC325599
Remote Similarity	0.5921	NPC150712
Remote Similarity	0.5913	NPC9796
Remote Similarity	0.5913	NPC298023
Remote Similarity	0.5909	NPC471447
Remote Similarity	0.5909	NPC5620
Remote Similarity	0.5906	NPC226041
Remote Similarity	0.5897	NPC17408
Remote Similarity	0.5897	NPC105717
Remote Similarity	0.5897	NPC285716
Remote Similarity	0.5897	NPC477703
Remote Similarity	0.5896	NPC65855
Remote Similarity	0.5896	NPC292758
Remote Similarity	0.5891	NPC316797
Remote Similarity	0.589	NPC17374
Remote Similarity	0.589	NPC73644
Remote Similarity	0.589	NPC469666
Remote Similarity	0.5887	NPC80150
Remote Similarity	0.5882	NPC474088
Remote Similarity	0.5878	NPC257390
Remote Similarity	0.5862	NPC65310
Remote Similarity	0.5857	NPC310467
Remote Similarity	0.5857	NPC320656
Remote Similarity	0.5854	NPC231591
Remote Similarity	0.5854	NPC9822
Remote Similarity	0.5845	NPC202521
Remote Similarity	0.5833	NPC473371
Remote Similarity	0.5833	NPC225648
Remote Similarity	0.5833	NPC476198
Remote Similarity	0.5833	NPC329761
Remote Similarity	0.5833	NPC135121
Remote Similarity	0.5828	NPC68865
Remote Similarity	0.5828	NPC478140
Remote Similarity	0.5828	NPC471264
Remote Similarity	0.5828	NPC471265
Remote Similarity	0.582	NPC69057
Remote Similarity	0.5806	NPC477217
Remote Similarity	0.5806	NPC201244
Remote Similarity	0.5804	NPC26285
Remote Similarity	0.58	NPC248283
Remote Similarity	0.5797	NPC472164
Remote Similarity	0.5796	NPC246412
Remote Similarity	0.5796	NPC240848
Remote Similarity	0.5793	NPC472165
Remote Similarity	0.5786	NPC169328
Remote Similarity	0.5785	NPC252067
Remote Similarity	0.5781	NPC239185
Remote Similarity	0.5779	NPC22082
Remote Similarity	0.5779	NPC186284
Remote Similarity	0.5775	NPC476990
Remote Similarity	0.5775	NPC190663
Remote Similarity	0.5772	NPC325479
Remote Similarity	0.5772	NPC246079
Remote Similarity	0.5762	NPC473360
Remote Similarity	0.5759	NPC129666
Remote Similarity	0.5758	NPC471052
Remote Similarity	0.5758	NPC471051
Remote Similarity	0.5758	NPC471053
Remote Similarity	0.5758	NPC275467
Remote Similarity	0.5753	NPC119326
Remote Similarity	0.575	NPC104070
Remote Similarity	0.575	NPC122590
Remote Similarity	0.575	NPC286551
Remote Similarity	0.575	NPC473341
Remote Similarity	0.5748	NPC260233
Remote Similarity	0.5748	NPC329430
Remote Similarity	0.5742	NPC52748
Remote Similarity	0.5736	NPC134882
Remote Similarity	0.5736	NPC49994
Remote Similarity	0.5732	NPC145113
Remote Similarity	0.5725	NPC239854
Remote Similarity	0.5724	NPC471123
Remote Similarity	0.5724	NPC255253
Remote Similarity	0.5714	NPC153885
Remote Similarity	0.5714	NPC143516
Remote Similarity	0.5714	NPC319766

Drug Structure

NPD4164 OpenBabel08211704332D 24 26 0 0 0 0 0 0 0 0999 V2000 2.5981 2.5000 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 1.7321 3.0000 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 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 -1.7321 1.0000 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 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 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 0.0000 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 0.0000 1.0000 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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 16 1 0 0 0 0 6 17 1 0 0 0 0 7 17 1 0 0 0 0 8 20 1 0 0 0 0 9 10 2 0 0 0 0 9 16 1 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 22 1 0 0 0 0 13 24 1 0 0 0 0 14 24 1 0 0 0 0 15 16 2 0 0 0 0 15 19 1 0 0 0 0 17 18 1 0 0 0 0 18 19 2 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 20 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016693
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	208688
ChEBI
CAS Number

Drug Properties

Molecular Weight	349.18
ALogP	-0.8479
MLogP	3.22
XLogP	5.347
HDA	3
HBD	0
Rotatable Bonds	7
TPSA	29.54
RO5 Violation	1