NPASS drugs

Drug Information

Drug ID:	NPD3601
Drug Name:	SK-951
Molecular Formula:	C19H26ClN3O2
Canonical SMILES:	C[C@@H]1Oc2c(C1)c(N)c(cc2C(=NCCC12CCCN2CCC1)O)Cl
Standard InCHI:	InChI=1S/C19H26ClN3O2/c1-12-10-13-16(21)15(20)11-14(17(13)25-12)18(24)22-7-6-19-4-2-8-23(19)9-3-5-19/h11-12H,2-10,21H2,1H3,(H,22,24)/t12-/m0/s1
Standard InCHIKey:	LGQZKCZPAAOBGL-LBPRGKRZSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3601

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	261
0.1-0.2	1636
0.2-0.3	10233
0.3-0.4	3651
0.4-0.5	12194
0.5-0.6	2750
0.6-0.7	165
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	0.6837	NPC283999
Remote Similarity	0.6784	NPC49583
Remote Similarity	0.6719	NPC19555
Remote Similarity	0.6684	NPC168153
Remote Similarity	0.6634	NPC232872
Remote Similarity	0.6631	NPC219383
Remote Similarity	0.6604	NPC476106
Remote Similarity	0.6546	NPC238430
Remote Similarity	0.6505	NPC204970
Remote Similarity	0.6495	NPC70172
Remote Similarity	0.6493	NPC232600
Remote Similarity	0.6478	NPC177056
Remote Similarity	0.6471	NPC153923
Remote Similarity	0.6471	NPC37957
Remote Similarity	0.6465	NPC205926
Remote Similarity	0.6462	NPC475085
Remote Similarity	0.6462	NPC291535
Remote Similarity	0.6462	NPC475112
Remote Similarity	0.6459	NPC70956
Remote Similarity	0.6459	NPC243834
Remote Similarity	0.6458	NPC291359
Remote Similarity	0.6456	NPC28510
Remote Similarity	0.6447	NPC310894
Remote Similarity	0.6439	NPC217294
Remote Similarity	0.6435	NPC168250
Remote Similarity	0.6413	NPC477532
Remote Similarity	0.6408	NPC174629
Remote Similarity	0.6406	NPC469428
Remote Similarity	0.64	NPC127082
Remote Similarity	0.6396	NPC108826
Remote Similarity	0.6393	NPC471080
Remote Similarity	0.6393	NPC469592
Remote Similarity	0.6368	NPC477533
Remote Similarity	0.6364	NPC189661
Remote Similarity	0.6359	NPC295287
Remote Similarity	0.6359	NPC469589
Remote Similarity	0.6355	NPC98197
Remote Similarity	0.6351	NPC72211
Remote Similarity	0.6344	NPC473185
Remote Similarity	0.6333	NPC303214
Remote Similarity	0.633	NPC476651
Remote Similarity	0.633	NPC11464
Remote Similarity	0.6329	NPC474059
Remote Similarity	0.6323	NPC219397
Remote Similarity	0.6318	NPC283152
Remote Similarity	0.6313	NPC470931
Remote Similarity	0.6313	NPC475910
Remote Similarity	0.6308	NPC230942
Remote Similarity	0.6308	NPC315498
Remote Similarity	0.6308	NPC52801
Remote Similarity	0.6293	NPC474498
Remote Similarity	0.6287	NPC94174
Remote Similarity	0.6286	NPC205934
Remote Similarity	0.6286	NPC43787
Remote Similarity	0.6284	NPC209769
Remote Similarity	0.6279	NPC162484
Remote Similarity	0.6278	NPC469594
Remote Similarity	0.6273	NPC48353
Remote Similarity	0.6267	NPC193777
Remote Similarity	0.6263	NPC208280
Remote Similarity	0.6261	NPC470002
Remote Similarity	0.6261	NPC470001
Remote Similarity	0.6261	NPC300114
Remote Similarity	0.6256	NPC70259
Remote Similarity	0.6256	NPC166655
Remote Similarity	0.625	NPC470484
Remote Similarity	0.625	NPC225381
Remote Similarity	0.625	NPC87714
Remote Similarity	0.6245	NPC252251
Remote Similarity	0.6231	NPC257354
Remote Similarity	0.6226	NPC272706
Remote Similarity	0.6226	NPC161804
Remote Similarity	0.6224	NPC72291
Remote Similarity	0.622	NPC22476
Remote Similarity	0.6216	NPC316297
Remote Similarity	0.6216	NPC314817
Remote Similarity	0.6216	NPC66191
Remote Similarity	0.6214	NPC473007
Remote Similarity	0.62	NPC85482
Remote Similarity	0.6199	NPC127996
Remote Similarity	0.6195	NPC128476
Remote Similarity	0.6195	NPC329830
Remote Similarity	0.6193	NPC198160
Remote Similarity	0.619	NPC475253
Remote Similarity	0.619	NPC477531
Remote Similarity	0.6186	NPC10875
Remote Similarity	0.6186	NPC476044
Remote Similarity	0.6186	NPC10730
Remote Similarity	0.6178	NPC473179
Remote Similarity	0.6175	NPC470930
Remote Similarity	0.6172	NPC283207
Remote Similarity	0.6171	NPC478074
Remote Similarity	0.6161	NPC79293
Remote Similarity	0.6161	NPC279401
Remote Similarity	0.6157	NPC189079
Remote Similarity	0.615	NPC132642
Remote Similarity	0.6147	NPC209174
Remote Similarity	0.6143	NPC203628
Remote Similarity	0.614	NPC329747
Remote Similarity	0.614	NPC11017
Remote Similarity	0.6132	NPC131017
Remote Similarity	0.6132	NPC243626
Remote Similarity	0.6129	NPC159101
Remote Similarity	0.6128	NPC473183
Remote Similarity	0.6116	NPC133609
Remote Similarity	0.6116	NPC170114
Remote Similarity	0.6114	NPC184161
Remote Similarity	0.6111	NPC472330
Remote Similarity	0.6111	NPC473184
Remote Similarity	0.6111	NPC472329
Remote Similarity	0.6111	NPC267423
Remote Similarity	0.6111	NPC277351
Remote Similarity	0.6109	NPC269449
Remote Similarity	0.6103	NPC162653
Remote Similarity	0.6102	NPC131486
Remote Similarity	0.6098	NPC265383
Remote Similarity	0.6095	NPC473008
Remote Similarity	0.6092	NPC469722
Remote Similarity	0.608	NPC204179
Remote Similarity	0.6079	NPC274268
Remote Similarity	0.6073	NPC472111
Remote Similarity	0.6071	NPC470549
Remote Similarity	0.6068	NPC260118
Remote Similarity	0.6068	NPC116096
Remote Similarity	0.6066	NPC470483
Remote Similarity	0.6065	NPC127178
Remote Similarity	0.6065	NPC67904
Remote Similarity	0.6063	NPC475133
Remote Similarity	0.6063	NPC201697
Remote Similarity	0.6058	NPC276060
Remote Similarity	0.6056	NPC29472
Remote Similarity	0.6054	NPC116178
Remote Similarity	0.6054	NPC119722
Remote Similarity	0.6049	NPC472331
Remote Similarity	0.6049	NPC126515
Remote Similarity	0.6049	NPC274002
Remote Similarity	0.6048	NPC224293
Remote Similarity	0.6039	NPC192939
Remote Similarity	0.6039	NPC311936
Remote Similarity	0.6039	NPC215747
Remote Similarity	0.6034	NPC325013
Remote Similarity	0.6029	NPC288943
Remote Similarity	0.6029	NPC225857
Remote Similarity	0.6027	NPC14339
Remote Similarity	0.6027	NPC321166
Remote Similarity	0.6027	NPC217903
Remote Similarity	0.6022	NPC166667
Remote Similarity	0.602	NPC315257
Remote Similarity	0.6019	NPC474904
Remote Similarity	0.6019	NPC70092
Remote Similarity	0.6019	NPC296742
Remote Similarity	0.6018	NPC317709
Remote Similarity	0.6018	NPC329329
Remote Similarity	0.6017	NPC202503
Remote Similarity	0.601	NPC190007
Remote Similarity	0.601	NPC84478
Remote Similarity	0.601	NPC119579
Remote Similarity	0.601	NPC306366
Remote Similarity	0.6009	NPC302001
Remote Similarity	0.6009	NPC470485
Remote Similarity	0.6	NPC219170
Remote Similarity	0.6	NPC69213
Remote Similarity	0.6	NPC180253
Remote Similarity	0.6	NPC66083
Remote Similarity	0.6	NPC472191
Remote Similarity	0.5991	NPC303658
Remote Similarity	0.5982	NPC473460
Remote Similarity	0.5982	NPC203168
Remote Similarity	0.5982	NPC94157
Remote Similarity	0.5981	NPC94943
Remote Similarity	0.5981	NPC28425
Remote Similarity	0.5974	NPC19175
Remote Similarity	0.5972	NPC477186
Remote Similarity	0.5972	NPC100863
Remote Similarity	0.5972	NPC22928
Remote Similarity	0.5964	NPC219664
Remote Similarity	0.5962	NPC294244
Remote Similarity	0.5957	NPC71539
Remote Similarity	0.5957	NPC250960
Remote Similarity	0.5955	NPC475147
Remote Similarity	0.5953	NPC13880
Remote Similarity	0.5952	NPC276674
Remote Similarity	0.5952	NPC33902
Remote Similarity	0.5949	NPC473187
Remote Similarity	0.5947	NPC126556
Remote Similarity	0.5943	NPC5630
Remote Similarity	0.5943	NPC112676
Remote Similarity	0.5942	NPC39822
Remote Similarity	0.5939	NPC150239
Remote Similarity	0.5939	NPC128115
Remote Similarity	0.5939	NPC476069
Remote Similarity	0.5939	NPC10653
Remote Similarity	0.5939	NPC318525
Remote Similarity	0.5935	NPC203972
Remote Similarity	0.5933	NPC62069
Remote Similarity	0.5932	NPC53596
Remote Similarity	0.5932	NPC289330
Remote Similarity	0.5932	NPC471308
Remote Similarity	0.5932	NPC17388
Remote Similarity	0.5932	NPC160120

Drug Structure

NPD3601 OpenBabel08211703112D 28 31 0 0 1 0 0 0 0 0999 V2000 -1.5567 -0.7794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7712 0.5104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3098 -2.0312 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8054 0.5104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8165 -1.1750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4684 0.1622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4753 1.1391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2645 -0.3458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2756 -2.0312 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0111 -1.5807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6190 -0.3203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5798 -0.7863 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9201 -1.2853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7764 0.1741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6121 -1.2972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7627 -1.7797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9270 -0.3084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7833 1.1510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3110 -0.3322 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.4547 -1.7916 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.7558 -2.7566 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6327 1.6335 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.7701 -1.1884 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.9407 1.6454 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9064 -3.2391 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5984 -3.2510 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0912 1.1629 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 4 1 0 0 0 0 2 8 1 0 0 0 0 3 5 1 0 0 0 0 3 9 1 0 0 0 0 4 19 1 0 0 0 0 5 19 1 0 0 0 0 6 7 1 0 0 0 0 6 19 1 0 0 0 0 7 22 1 0 0 0 0 8 23 1 0 0 0 0 9 23 1 0 0 0 0 10 12 1 0 0 0 0 10 13 1 0 0 0 0 11 14 1 0 0 0 0 11 15 2 0 0 0 0 12 1 1 6 0 0 0 12 25 1 0 0 0 0 13 16 2 0 0 0 0 13 17 1 0 0 0 0 14 17 2 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 25 1 0 0 0 0 18 22 2 3 0 0 0 18 24 1 0 0 0 0 19 23 1 0 0 0 0 21 26 1 0 0 0 0 21 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016057
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	363.17
ALogP	-0.9919
MLogP	2.89
XLogP	2.414
HDA	4
HBD	2
Rotatable Bonds	8
TPSA	71.08
RO5 Violation	0