NPASS drugs

Drug Information

Drug ID:	NPD3579
Drug Name:
Molecular Formula:	C19H25ClN2O2
Canonical SMILES:	CN1[C@@H]2CC[C@H]1C[C@H](C2)N=C(c1cc(Cl)cc2c1OC(C2)(C)C)O
Standard InCHI:	InChI=1S/C19H25ClN2O2/c1-19(2)10-11-6-12(20)7-16(17(11)24-19)18(23)21-13-8-14-4-5-15(9-13)22(14)3/h6-7,13-15H,4-5,8-10H2,1-3H3,(H,21,23)/t13-,14+,15-
Standard InCHIKey:	SPKBYQZELVEOLL-QDMKHBRRSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3579

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	191
0.1-0.2	1191
0.2-0.3	5836
0.3-0.4	7206
0.4-0.5	7510
0.5-0.6	8406
0.6-0.7	549
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	0.7151	NPC208280
Remote Similarity	0.6868	NPC474498
Remote Similarity	0.6833	NPC283999
Remote Similarity	0.6821	NPC43275
Remote Similarity	0.6709	NPC283079
Remote Similarity	0.6707	NPC477838
Remote Similarity	0.6707	NPC313414
Remote Similarity	0.6707	NPC189724
Remote Similarity	0.6707	NPC83289
Remote Similarity	0.6707	NPC477837
Remote Similarity	0.6707	NPC212850
Remote Similarity	0.6688	NPC14287
Remote Similarity	0.6667	NPC321133
Remote Similarity	0.6667	NPC263835
Remote Similarity	0.6648	NPC474881
Remote Similarity	0.6623	NPC69539
Remote Similarity	0.6613	NPC232872
Remote Similarity	0.6585	NPC193528
Remote Similarity	0.6584	NPC274732
Remote Similarity	0.6584	NPC471953
Remote Similarity	0.6579	NPC322424
Remote Similarity	0.6579	NPC238176
Remote Similarity	0.6579	NPC187993
Remote Similarity	0.6568	NPC245974
Remote Similarity	0.6557	NPC45112
Remote Similarity	0.6557	NPC271958
Remote Similarity	0.6557	NPC134413
Remote Similarity	0.6557	NPC263507
Remote Similarity	0.6554	NPC469479
Remote Similarity	0.6548	NPC247298
Remote Similarity	0.6545	NPC475702
Remote Similarity	0.6538	NPC471315
Remote Similarity	0.6538	NPC471314
Remote Similarity	0.6536	NPC5932
Remote Similarity	0.6536	NPC269383
Remote Similarity	0.6536	NPC151030
Remote Similarity	0.6534	NPC22014
Remote Similarity	0.6519	NPC29477
Remote Similarity	0.6497	NPC255253
Remote Similarity	0.6494	NPC32152
Remote Similarity	0.6486	NPC86678
Remote Similarity	0.648	NPC469505
Remote Similarity	0.6464	NPC49315
Remote Similarity	0.6452	NPC232295
Remote Similarity	0.6452	NPC289330
Remote Similarity	0.6452	NPC53596
Remote Similarity	0.6452	NPC160120
Remote Similarity	0.6452	NPC474131
Remote Similarity	0.6452	NPC471308
Remote Similarity	0.6452	NPC17388
Remote Similarity	0.6447	NPC473718
Remote Similarity	0.6437	NPC26601
Remote Similarity	0.6433	NPC151237
Remote Similarity	0.6433	NPC302211
Remote Similarity	0.6429	NPC283616
Remote Similarity	0.641	NPC45663
Remote Similarity	0.6406	NPC264938
Remote Similarity	0.64	NPC166837
Remote Similarity	0.6387	NPC256369
Remote Similarity	0.6386	NPC3049
Remote Similarity	0.638	NPC307123
Remote Similarity	0.638	NPC247018
Remote Similarity	0.638	NPC118419
Remote Similarity	0.638	NPC97870
Remote Similarity	0.638	NPC193334
Remote Similarity	0.6369	NPC168707
Remote Similarity	0.6369	NPC254700
Remote Similarity	0.6369	NPC48623
Remote Similarity	0.6354	NPC90984
Remote Similarity	0.6354	NPC124657
Remote Similarity	0.6352	NPC62101
Remote Similarity	0.6352	NPC95733
Remote Similarity	0.6348	NPC221864
Remote Similarity	0.6347	NPC474687
Remote Similarity	0.6341	NPC105541
Remote Similarity	0.6341	NPC13005
Remote Similarity	0.6341	NPC66643
Remote Similarity	0.6339	NPC227778
Remote Similarity	0.6337	NPC476151
Remote Similarity	0.6329	NPC204535
Remote Similarity	0.6329	NPC46586
Remote Similarity	0.6329	NPC150026
Remote Similarity	0.6328	NPC29647
Remote Similarity	0.6323	NPC139047
Remote Similarity	0.6319	NPC27187
Remote Similarity	0.6319	NPC470225
Remote Similarity	0.6313	NPC119649
Remote Similarity	0.6313	NPC235143
Remote Similarity	0.6313	NPC205255
Remote Similarity	0.6313	NPC230956
Remote Similarity	0.6313	NPC472923
Remote Similarity	0.6313	NPC271388
Remote Similarity	0.6312	NPC141739
Remote Similarity	0.6312	NPC136112
Remote Similarity	0.6312	NPC81641
Remote Similarity	0.6306	NPC218753
Remote Similarity	0.6303	NPC85435
Remote Similarity	0.6298	NPC470936
Remote Similarity	0.6292	NPC79328
Remote Similarity	0.6292	NPC195766
Remote Similarity	0.6292	NPC206736
Remote Similarity	0.6289	NPC96940
Remote Similarity	0.6289	NPC211218
Remote Similarity	0.6289	NPC474130
Remote Similarity	0.6286	NPC256689
Remote Similarity	0.6286	NPC474560
Remote Similarity	0.6286	NPC123011
Remote Similarity	0.6282	NPC51341
Remote Similarity	0.628	NPC228369
Remote Similarity	0.628	NPC470392
Remote Similarity	0.628	NPC12875
Remote Similarity	0.628	NPC129106
Remote Similarity	0.628	NPC271945
Remote Similarity	0.628	NPC206224
Remote Similarity	0.628	NPC129784
Remote Similarity	0.628	NPC164574
Remote Similarity	0.628	NPC236014
Remote Similarity	0.628	NPC118114
Remote Similarity	0.628	NPC17343
Remote Similarity	0.628	NPC207892
Remote Similarity	0.628	NPC181497
Remote Similarity	0.628	NPC280653
Remote Similarity	0.628	NPC196765
Remote Similarity	0.628	NPC150011
Remote Similarity	0.628	NPC300875
Remote Similarity	0.628	NPC476166
Remote Similarity	0.628	NPC268917
Remote Similarity	0.6278	NPC80759
Remote Similarity	0.6278	NPC79402
Remote Similarity	0.6273	NPC301713
Remote Similarity	0.6272	NPC252901
Remote Similarity	0.6271	NPC87363
Remote Similarity	0.6265	NPC223008
Remote Similarity	0.6265	NPC225696
Remote Similarity	0.6265	NPC115335
Remote Similarity	0.6265	NPC11147
Remote Similarity	0.6265	NPC124085
Remote Similarity	0.6265	NPC296915
Remote Similarity	0.6265	NPC264956
Remote Similarity	0.6265	NPC117048
Remote Similarity	0.6265	NPC198154
Remote Similarity	0.6265	NPC97834
Remote Similarity	0.6264	NPC477565
Remote Similarity	0.6264	NPC103379
Remote Similarity	0.6258	NPC16577
Remote Similarity	0.6258	NPC470706
Remote Similarity	0.6258	NPC263754
Remote Similarity	0.6258	NPC246991
Remote Similarity	0.6258	NPC183154
Remote Similarity	0.6257	NPC44649
Remote Similarity	0.625	NPC246648
Remote Similarity	0.625	NPC190086
Remote Similarity	0.625	NPC276962
Remote Similarity	0.625	NPC474920
Remote Similarity	0.625	NPC197351
Remote Similarity	0.625	NPC147896
Remote Similarity	0.625	NPC86502
Remote Similarity	0.625	NPC474237
Remote Similarity	0.625	NPC106914
Remote Similarity	0.625	NPC134195
Remote Similarity	0.625	NPC61685
Remote Similarity	0.6243	NPC95075
Remote Similarity	0.6243	NPC253883
Remote Similarity	0.6243	NPC90844
Remote Similarity	0.6242	NPC325568
Remote Similarity	0.6237	NPC85381
Remote Similarity	0.6236	NPC133817
Remote Similarity	0.6236	NPC186063
Remote Similarity	0.6236	NPC323443
Remote Similarity	0.6236	NPC180756
Remote Similarity	0.6236	NPC476443
Remote Similarity	0.6235	NPC469386
Remote Similarity	0.6235	NPC17374
Remote Similarity	0.6235	NPC473134
Remote Similarity	0.6235	NPC251571
Remote Similarity	0.6235	NPC477839
Remote Similarity	0.6235	NPC149796
Remote Similarity	0.6235	NPC153990
Remote Similarity	0.6234	NPC303370
Remote Similarity	0.6229	NPC47672
Remote Similarity	0.6226	NPC188997
Remote Similarity	0.6221	NPC185838
Remote Similarity	0.622	NPC114102
Remote Similarity	0.6218	NPC41122
Remote Similarity	0.6218	NPC318805
Remote Similarity	0.6211	NPC188022
Remote Similarity	0.6211	NPC102540
Remote Similarity	0.6211	NPC17809
Remote Similarity	0.6211	NPC103420
Remote Similarity	0.6211	NPC285040
Remote Similarity	0.6209	NPC141003
Remote Similarity	0.6209	NPC35344
Remote Similarity	0.6201	NPC65490
Remote Similarity	0.6201	NPC40389
Remote Similarity	0.6201	NPC78359
Remote Similarity	0.6201	NPC148014
Remote Similarity	0.6201	NPC315707
Remote Similarity	0.6199	NPC135349
Remote Similarity	0.6198	NPC283207
Remote Similarity	0.6196	NPC469977

Drug Structure

NPD3579 OpenBabel08211703112D 25 28 0 0 1 0 0 0 0 0999 V2000 1.8422 0.5986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9847 1.0936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6892 -0.0121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3363 0.4830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3363 -0.5072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6516 -2.4537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0633 -2.4537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5969 0.8799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5969 -0.9041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3874 -0.8010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6516 -1.4636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2059 -2.9488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1672 -0.0121 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.5621 1.1002 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.5621 -1.1247 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0633 -1.4636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2059 -0.9685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9208 -0.9685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9847 0.1035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2059 -3.9389 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.1771 -0.0121 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1843 -0.0121 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6209 -1.6686 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 -3.5773 -1.4124 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 22 1 0 0 0 0 4 5 1 0 0 0 0 6 11 2 0 0 0 0 6 12 1 0 0 0 0 7 12 2 0 0 0 0 7 16 1 0 0 0 0 8 13 1 0 0 0 0 8 14 1 0 0 0 0 9 13 1 0 0 0 0 9 15 1 0 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 17 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 6 0 0 0 14 4 1 6 0 0 0 14 22 1 0 0 0 0 15 5 1 6 0 0 0 15 22 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 17 24 1 0 0 0 0 18 21 2 3 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007052
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	348.16
ALogP	0.1241
MLogP	3
XLogP	3.649
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	45.06
RO5 Violation	0