NPASS drugs

Drug Information

Drug ID:	NPD8164
Drug Name:
Molecular Formula:	C39H49ClN4O2
Canonical SMILES:	Clc1ccc(cc1)Cc1nn(C[C@@H]2CCCN2CCCCc2ccc(cc2)OCCCN2CCCCCC2)c(=O)c2c1cccc2
Standard InCHI:	InChI=1S/C39H49ClN4O2/c40-33-19-15-32(16-20-33)29-38-36-13-3-4-14-37(36)39(45)44(41-38)30-34-12-9-27-43(34)26-8-5-11-31-17-21-35(22-18-31)46-28-10-25-42-23-6-1-2-7-24-42/h3-4,13-22,34H,1-2,5-12,23-30H2/t34-/m0/s1
Standard InCHIKey:	YANGEESWIGIKOP-UMSFTDKQSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8164

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	322
0.1-0.2	1521
0.2-0.3	7144
0.3-0.4	5520
0.4-0.5	9042
0.5-0.6	7097
0.6-0.7	244
0.7-0.8	0
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
Remote Similarity	0.6966	NPC266425
Remote Similarity	0.6959	NPC471651
Remote Similarity	0.6809	NPC470019
Remote Similarity	0.6769	NPC254700
Remote Similarity	0.6667	NPC283207
Remote Similarity	0.665	NPC164608
Remote Similarity	0.6649	NPC9373
Remote Similarity	0.6634	NPC315542
Remote Similarity	0.6622	NPC313327
Remote Similarity	0.6619	NPC198401
Remote Similarity	0.6598	NPC319320
Remote Similarity	0.6598	NPC287757
Remote Similarity	0.658	NPC58661
Remote Similarity	0.6546	NPC471649
Remote Similarity	0.6537	NPC99723
Remote Similarity	0.6522	NPC276120
Remote Similarity	0.6522	NPC116007
Remote Similarity	0.652	NPC222524
Remote Similarity	0.652	NPC32064
Remote Similarity	0.6509	NPC477258
Remote Similarity	0.6459	NPC169387
Remote Similarity	0.6459	NPC477259
Remote Similarity	0.6458	NPC233702
Remote Similarity	0.6442	NPC83511
Remote Similarity	0.6411	NPC249996
Remote Similarity	0.6406	NPC311357
Remote Similarity	0.6406	NPC324081
Remote Similarity	0.64	NPC473502
Remote Similarity	0.6396	NPC476443
Remote Similarity	0.6396	NPC133817
Remote Similarity	0.6394	NPC476202
Remote Similarity	0.6394	NPC138083
Remote Similarity	0.639	NPC207721
Remote Similarity	0.6386	NPC284842
Remote Similarity	0.6382	NPC472923
Remote Similarity	0.6364	NPC471316
Remote Similarity	0.6356	NPC38964
Remote Similarity	0.6354	NPC290404
Remote Similarity	0.6346	NPC195538
Remote Similarity	0.6335	NPC16188
Remote Similarity	0.6332	NPC216816
Remote Similarity	0.633	NPC473005
Remote Similarity	0.6316	NPC102760
Remote Similarity	0.6303	NPC124626
Remote Similarity	0.6302	NPC189908
Remote Similarity	0.63	NPC82056
Remote Similarity	0.6294	NPC56635
Remote Similarity	0.6294	NPC470708
Remote Similarity	0.629	NPC29650
Remote Similarity	0.6279	NPC149962
Remote Similarity	0.6276	NPC119669
Remote Similarity	0.6274	NPC29531
Remote Similarity	0.6274	NPC64140
Remote Similarity	0.6274	NPC174122
Remote Similarity	0.6274	NPC208890
Remote Similarity	0.6269	NPC153631
Remote Similarity	0.6267	NPC123859
Remote Similarity	0.6267	NPC5374
Remote Similarity	0.6266	NPC471762
Remote Similarity	0.6257	NPC138365
Remote Similarity	0.6256	NPC269383
Remote Similarity	0.6256	NPC151030
Remote Similarity	0.625	NPC24228
Remote Similarity	0.625	NPC133470
Remote Similarity	0.625	NPC191863
Remote Similarity	0.625	NPC247298
Remote Similarity	0.625	NPC289776
Remote Similarity	0.625	NPC144314
Remote Similarity	0.6243	NPC160747
Remote Similarity	0.6238	NPC473007
Remote Similarity	0.6238	NPC328649
Remote Similarity	0.6237	NPC95075
Remote Similarity	0.6237	NPC169766
Remote Similarity	0.6237	NPC253883
Remote Similarity	0.6237	NPC90844
Remote Similarity	0.6232	NPC475421
Remote Similarity	0.6231	NPC247639
Remote Similarity	0.6231	NPC25084
Remote Similarity	0.6229	NPC329631
Remote Similarity	0.6227	NPC473460
Remote Similarity	0.6226	NPC234069
Remote Similarity	0.6223	NPC242159
Remote Similarity	0.6223	NPC313694
Remote Similarity	0.6223	NPC106606
Remote Similarity	0.6223	NPC316906
Remote Similarity	0.6221	NPC50548
Remote Similarity	0.622	NPC27887
Remote Similarity	0.6215	NPC473716
Remote Similarity	0.6215	NPC475597
Remote Similarity	0.6214	NPC303581
Remote Similarity	0.6214	NPC67978
Remote Similarity	0.6205	NPC14390
Remote Similarity	0.6203	NPC473360
Remote Similarity	0.6199	NPC473422
Remote Similarity	0.6197	NPC66777
Remote Similarity	0.6196	NPC283079
Remote Similarity	0.6195	NPC473748
Remote Similarity	0.6193	NPC476568
Remote Similarity	0.6188	NPC255253
Remote Similarity	0.6188	NPC471396
Remote Similarity	0.6186	NPC245974
Remote Similarity	0.6186	NPC296085
Remote Similarity	0.6183	NPC11173
Remote Similarity	0.6179	NPC4910
Remote Similarity	0.6179	NPC329731
Remote Similarity	0.6176	NPC196091
Remote Similarity	0.6175	NPC218323
Remote Similarity	0.6175	NPC234318
Remote Similarity	0.6173	NPC219162
Remote Similarity	0.6173	NPC202198
Remote Similarity	0.6172	NPC327005
Remote Similarity	0.6166	NPC80928
Remote Similarity	0.6165	NPC158277
Remote Similarity	0.6165	NPC136797
Remote Similarity	0.6164	NPC242728
Remote Similarity	0.6161	NPC235194
Remote Similarity	0.6158	NPC476569
Remote Similarity	0.6157	NPC85381
Remote Similarity	0.6157	NPC471563
Remote Similarity	0.6157	NPC75179
Remote Similarity	0.6157	NPC264938
Remote Similarity	0.6154	NPC473491
Remote Similarity	0.6154	NPC308267
Remote Similarity	0.615	NPC264176
Remote Similarity	0.615	NPC132308
Remote Similarity	0.615	NPC471650
Remote Similarity	0.6146	NPC89831
Remote Similarity	0.6143	NPC314659
Remote Similarity	0.6143	NPC470112
Remote Similarity	0.6143	NPC470903
Remote Similarity	0.6143	NPC167763
Remote Similarity	0.614	NPC318805
Remote Similarity	0.614	NPC41122
Remote Similarity	0.6138	NPC307682
Remote Similarity	0.6134	NPC471647
Remote Similarity	0.6134	NPC471646
Remote Similarity	0.6127	NPC186617
Remote Similarity	0.6126	NPC268077
Remote Similarity	0.6124	NPC263507
Remote Similarity	0.6124	NPC271958
Remote Similarity	0.6124	NPC35680
Remote Similarity	0.6124	NPC134413
Remote Similarity	0.6124	NPC45112
Remote Similarity	0.6122	NPC214239
Remote Similarity	0.6121	NPC473008
Remote Similarity	0.6121	NPC174629
Remote Similarity	0.6117	NPC49315
Remote Similarity	0.6117	NPC86469
Remote Similarity	0.6117	NPC137627
Remote Similarity	0.6117	NPC66573
Remote Similarity	0.6106	NPC326333
Remote Similarity	0.6105	NPC208170
Remote Similarity	0.6105	NPC216149
Remote Similarity	0.6104	NPC323969
Remote Similarity	0.6103	NPC71629
Remote Similarity	0.6101	NPC281629
Remote Similarity	0.61	NPC477588
Remote Similarity	0.61	NPC477585
Remote Similarity	0.61	NPC477586
Remote Similarity	0.61	NPC477590
Remote Similarity	0.6098	NPC471568
Remote Similarity	0.6098	NPC473693
Remote Similarity	0.6096	NPC118419
Remote Similarity	0.6096	NPC50562
Remote Similarity	0.6095	NPC197335
Remote Similarity	0.6095	NPC270301
Remote Similarity	0.6093	NPC477526
Remote Similarity	0.6093	NPC473407
Remote Similarity	0.6093	NPC473378
Remote Similarity	0.6089	NPC471561
Remote Similarity	0.6087	NPC26108
Remote Similarity	0.6087	NPC155506
Remote Similarity	0.6087	NPC159767
Remote Similarity	0.6085	NPC157931
Remote Similarity	0.6085	NPC196708
Remote Similarity	0.6085	NPC299806
Remote Similarity	0.6083	NPC59827
Remote Similarity	0.6083	NPC184933
Remote Similarity	0.6081	NPC207971
Remote Similarity	0.608	NPC26601
Remote Similarity	0.6078	NPC141957
Remote Similarity	0.6078	NPC475393
Remote Similarity	0.6075	NPC120251
Remote Similarity	0.6073	NPC71124
Remote Similarity	0.6073	NPC476989
Remote Similarity	0.607	NPC67658
Remote Similarity	0.6068	NPC471648
Remote Similarity	0.6065	NPC473004
Remote Similarity	0.6061	NPC478189
Remote Similarity	0.6059	NPC135006
Remote Similarity	0.6059	NPC194740
Remote Similarity	0.6055	NPC470023
Remote Similarity	0.6055	NPC473371
Remote Similarity	0.6053	NPC326027
Remote Similarity	0.6053	NPC473006
Remote Similarity	0.6049	NPC231198
Remote Similarity	0.6048	NPC85613
Remote Similarity	0.6042	NPC83289
Remote Similarity	0.6042	NPC189724
Remote Similarity	0.6042	NPC212850

Drug Structure

NPD8164 OpenBabel08211713002D 46 51 0 0 1 0 0 0 0 0999 V2000 -13.4235 -1.2038 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.1145 -2.1549 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3203 2.1389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.8726 -0.3692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1783 -2.5062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3692 2.4479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4914 -1.3625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5282 1.1607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0570 2.0878 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 -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 -5.6872 -0.1264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2224 1.5208 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 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6382 -0.4354 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1735 1.2118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.8767 -0.2796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3198 -1.9933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2346 -0.6934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6261 1.7788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5403 -1.0535 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4793 0.8517 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 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.3814 0.2337 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 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -11.1856 -1.0024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 2.0878 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 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.3324 -0.0753 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 4 2 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 5 8 1 0 0 0 0 5 11 1 0 0 0 0 6 23 1 0 0 0 0 7 24 1 0 0 0 0 8 26 1 0 0 0 0 9 12 1 0 0 0 0 9 27 1 0 0 0 0 10 25 1 0 0 0 0 10 28 1 0 0 0 0 11 31 1 0 0 0 0 12 34 1 0 0 0 0 13 36 2 0 0 0 0 14 37 2 0 0 0 0 15 19 1 0 0 0 0 15 32 2 0 0 0 0 16 20 2 0 0 0 0 16 32 1 0 0 0 0 17 21 1 0 0 0 0 17 31 2 0 0 0 0 18 22 2 0 0 0 0 18 31 1 0 0 0 0 19 33 2 0 0 0 0 20 33 1 0 0 0 0 21 35 2 0 0 0 0 22 35 1 0 0 0 0 23 42 1 0 0 0 0 24 42 1 0 0 0 0 25 42 1 0 0 0 0 26 43 1 0 0 0 0 27 43 1 0 0 0 0 28 46 1 0 0 0 0 29 32 1 0 0 0 0 29 38 1 0 0 0 0 30 44 1 0 0 0 0 33 40 1 0 0 0 0 34 30 1 1 0 0 0 34 43 1 0 0 0 0 35 46 1 0 0 0 0 36 37 1 0 0 0 0 36 38 1 0 0 0 0 37 39 1 0 0 0 0 38 41 2 0 0 0 0 39 44 1 0 0 0 0 39 45 2 0 0 0 0 41 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000399
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24803482
ChEBI
CAS Number

Drug Properties

Molecular Weight	640.35
ALogP	-2.5878
MLogP	4.98
XLogP	9.847
HDA	5
HBD	0
Rotatable Bonds	15
TPSA	48.38
RO5 Violation	2