NPASS drugs

Drug Information

Drug ID:	NPD3655
Drug Name:
Molecular Formula:	C19H28N2O3
Canonical SMILES:	COc1cccc(c1)C1(CCCN(C)C)C(=O)N=C(CC1(C)C)O
Standard InCHI:	InChI=1S/C19H28N2O3/c1-18(2)13-16(22)20-17(23)19(18,10-7-11-21(3)4)14-8-6-9-15(12-14)24-5/h6,8-9,12H,7,10-11,13H2,1-5H3,(H,20,22,23)
Standard InCHIKey:	UJFNSGBGJMRZKS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3655

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	117
0.1-0.2	829
0.2-0.3	2372
0.3-0.4	8557
0.4-0.5	4092
0.5-0.6	10376
0.6-0.7	4441
0.7-0.8	105
0.8-0.85	1
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	0.8125	NPC471316
Intermediate Similarity	0.7899	NPC471315
Intermediate Similarity	0.7899	NPC471314
Intermediate Similarity	0.7815	NPC290404
Intermediate Similarity	0.781	NPC53596
Intermediate Similarity	0.781	NPC289330
Intermediate Similarity	0.781	NPC471308
Intermediate Similarity	0.781	NPC160120
Intermediate Similarity	0.781	NPC17388
Intermediate Similarity	0.7727	NPC478189
Intermediate Similarity	0.7681	NPC321133
Intermediate Similarity	0.7647	NPC324081
Intermediate Similarity	0.7632	NPC9373
Intermediate Similarity	0.7628	NPC58661
Intermediate Similarity	0.755	NPC908
Intermediate Similarity	0.755	NPC138438
Intermediate Similarity	0.7534	NPC470392
Intermediate Similarity	0.7532	NPC319320
Intermediate Similarity	0.7532	NPC287757
Intermediate Similarity	0.7484	NPC470019
Intermediate Similarity	0.7484	NPC153644
Intermediate Similarity	0.7483	NPC169766
Intermediate Similarity	0.7482	NPC43275
Intermediate Similarity	0.7431	NPC301713
Intermediate Similarity	0.7379	NPC153990
Intermediate Similarity	0.7372	NPC161544
Intermediate Similarity	0.7365	NPC266425
Intermediate Similarity	0.7349	NPC164608
Intermediate Similarity	0.7347	NPC114102
Intermediate Similarity	0.7347	NPC476570
Intermediate Similarity	0.7338	NPC80928
Intermediate Similarity	0.7333	NPC313694
Intermediate Similarity	0.7333	NPC242159
Intermediate Similarity	0.7329	NPC283079
Intermediate Similarity	0.7319	NPC322358
Intermediate Similarity	0.7315	NPC218530
Intermediate Similarity	0.731	NPC218323
Intermediate Similarity	0.7297	NPC214869
Intermediate Similarity	0.7297	NPC130595
Intermediate Similarity	0.7297	NPC93882
Intermediate Similarity	0.726	NPC251571
Intermediate Similarity	0.7248	NPC313737
Intermediate Similarity	0.7248	NPC6854
Intermediate Similarity	0.7248	NPC285078
Intermediate Similarity	0.7239	NPC135006
Intermediate Similarity	0.7233	NPC119669
Intermediate Similarity	0.7219	NPC167944
Intermediate Similarity	0.7219	NPC231884
Intermediate Similarity	0.7219	NPC106606
Intermediate Similarity	0.7219	NPC42793
Intermediate Similarity	0.7215	NPC469540
Intermediate Similarity	0.7215	NPC469539
Intermediate Similarity	0.7211	NPC155838
Intermediate Similarity	0.719	NPC33011
Intermediate Similarity	0.7183	NPC263835
Intermediate Similarity	0.7176	NPC32064
Intermediate Similarity	0.7174	NPC109241
Intermediate Similarity	0.7172	NPC62101
Intermediate Similarity	0.7172	NPC95733
Intermediate Similarity	0.7171	NPC225745
Intermediate Similarity	0.7171	NPC193528
Intermediate Similarity	0.7162	NPC195749
Intermediate Similarity	0.7162	NPC52029
Intermediate Similarity	0.7162	NPC35961
Intermediate Similarity	0.7153	NPC166837
Intermediate Similarity	0.7152	NPC473502
Intermediate Similarity	0.7134	NPC476444
Intermediate Similarity	0.7124	NPC231572
Intermediate Similarity	0.7123	NPC29477
Intermediate Similarity	0.7114	NPC255550
Intermediate Similarity	0.7114	NPC308885
Intermediate Similarity	0.711	NPC138083
Intermediate Similarity	0.7103	NPC211218
Intermediate Similarity	0.7095	NPC471321
Intermediate Similarity	0.7095	NPC471306
Intermediate Similarity	0.7091	NPC153631
Intermediate Similarity	0.7078	NPC83289
Intermediate Similarity	0.7078	NPC189724
Intermediate Similarity	0.7078	NPC212850
Intermediate Similarity	0.7067	NPC118419
Intermediate Similarity	0.7062	NPC204970
Intermediate Similarity	0.7059	NPC28641
Intermediate Similarity	0.7059	NPC194359
Intermediate Similarity	0.7045	NPC174122
Intermediate Similarity	0.7045	NPC64140
Intermediate Similarity	0.7039	NPC11147
Intermediate Similarity	0.7039	NPC213122
Intermediate Similarity	0.7039	NPC180647
Intermediate Similarity	0.703	NPC472923
Intermediate Similarity	0.703	NPC293164
Intermediate Similarity	0.703	NPC471394
Intermediate Similarity	0.7027	NPC186898
Intermediate Similarity	0.7027	NPC296712
Intermediate Similarity	0.7027	NPC191302
Intermediate Similarity	0.7025	NPC132771
Intermediate Similarity	0.702	NPC325568
Intermediate Similarity	0.7018	NPC207721
Intermediate Similarity	0.7013	NPC150712
Intermediate Similarity	0.7007	NPC234639
Intermediate Similarity	0.7007	NPC124776
Intermediate Similarity	0.7006	NPC16188
Intermediate Similarity	0.7006	NPC186617
Intermediate Similarity	0.7	NPC33742
Intermediate Similarity	0.7	NPC470088
Intermediate Similarity	0.7	NPC470725
Intermediate Similarity	0.7	NPC118202
Remote Similarity	0.6993	NPC236795
Remote Similarity	0.6989	NPC234069
Remote Similarity	0.6988	NPC254700
Remote Similarity	0.698	NPC478147
Remote Similarity	0.6974	NPC473463
Remote Similarity	0.6972	NPC469954
Remote Similarity	0.6971	NPC276120
Remote Similarity	0.697	NPC67080
Remote Similarity	0.6966	NPC201777
Remote Similarity	0.6964	NPC471568
Remote Similarity	0.6964	NPC196091
Remote Similarity	0.6964	NPC473693
Remote Similarity	0.6962	NPC5462
Remote Similarity	0.6962	NPC469978
Remote Similarity	0.6962	NPC189908
Remote Similarity	0.6959	NPC305717
Remote Similarity	0.6957	NPC474149
Remote Similarity	0.6954	NPC298339
Remote Similarity	0.6954	NPC125153
Remote Similarity	0.6954	NPC244866
Remote Similarity	0.6951	NPC133817
Remote Similarity	0.6951	NPC476443
Remote Similarity	0.695	NPC303370
Remote Similarity	0.6948	NPC160607
Remote Similarity	0.6948	NPC471670
Remote Similarity	0.6948	NPC41473
Remote Similarity	0.6948	NPC312770
Remote Similarity	0.6948	NPC14600
Remote Similarity	0.6948	NPC204848
Remote Similarity	0.6943	NPC297322
Remote Similarity	0.6939	NPC111088
Remote Similarity	0.6939	NPC75432
Remote Similarity	0.6933	NPC212699
Remote Similarity	0.6933	NPC207675
Remote Similarity	0.6933	NPC206028
Remote Similarity	0.6933	NPC56635
Remote Similarity	0.6932	NPC4910
Remote Similarity	0.6927	NPC203972
Remote Similarity	0.6923	NPC323204
Remote Similarity	0.6919	NPC475421
Remote Similarity	0.6918	NPC298486
Remote Similarity	0.6913	NPC172403
Remote Similarity	0.6912	NPC231705
Remote Similarity	0.6908	NPC132308
Remote Similarity	0.6908	NPC312560
Remote Similarity	0.6906	NPC21890
Remote Similarity	0.6906	NPC275627
Remote Similarity	0.6903	NPC299583
Remote Similarity	0.6901	NPC19290
Remote Similarity	0.6901	NPC82963
Remote Similarity	0.6901	NPC258992
Remote Similarity	0.6899	NPC247298
Remote Similarity	0.6893	NPC124626
Remote Similarity	0.6892	NPC257589
Remote Similarity	0.6892	NPC53305
Remote Similarity	0.689	NPC169742
Remote Similarity	0.6889	NPC38209
Remote Similarity	0.6887	NPC45191
Remote Similarity	0.6887	NPC257390
Remote Similarity	0.6887	NPC245395
Remote Similarity	0.6884	NPC258056
Remote Similarity	0.6882	NPC473748
Remote Similarity	0.6875	NPC319950
Remote Similarity	0.6871	NPC163083
Remote Similarity	0.6871	NPC275027
Remote Similarity	0.6871	NPC244876
Remote Similarity	0.6867	NPC246974
Remote Similarity	0.6867	NPC147247
Remote Similarity	0.6867	NPC325651
Remote Similarity	0.6859	NPC77572
Remote Similarity	0.6855	NPC185838
Remote Similarity	0.6854	NPC283207
Remote Similarity	0.6854	NPC174629
Remote Similarity	0.6854	NPC29531
Remote Similarity	0.6853	NPC38458
Remote Similarity	0.6853	NPC240664
Remote Similarity	0.6853	NPC311737
Remote Similarity	0.6846	NPC127937
Remote Similarity	0.6846	NPC92207
Remote Similarity	0.6846	NPC476353
Remote Similarity	0.6845	NPC476569
Remote Similarity	0.6842	NPC164295
Remote Similarity	0.6842	NPC274732
Remote Similarity	0.6842	NPC258073
Remote Similarity	0.6842	NPC239134
Remote Similarity	0.6839	NPC21797
Remote Similarity	0.6839	NPC270301
Remote Similarity	0.6839	NPC194847
Remote Similarity	0.6836	NPC329731
Remote Similarity	0.6832	NPC233702
Remote Similarity	0.6826	NPC475780
Remote Similarity	0.6821	NPC160193
Remote Similarity	0.6818	NPC315542
Remote Similarity	0.6818	NPC6913

Drug Structure

NPD3655 OpenBabel08211703112D 25 26 0 0 1 0 0 0 0 0999 V2000 0.1589 1.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7899 0.8827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 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 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 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 0.0000 -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 0.0000 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 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 -3.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 21 1 0 0 0 0 4 21 1 0 0 0 0 5 24 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 7 11 1 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 19 1 0 0 0 0 11 21 1 0 0 0 0 12 14 2 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 24 1 0 0 0 0 16 20 2 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 17 23 2 0 0 0 0 18 19 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002896
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	40914
ChEBI
CAS Number

Drug Properties

Molecular Weight	332.21
ALogP	-0.3201
MLogP	3
XLogP	3.419
HDA	4
HBD	1
Rotatable Bonds	12
TPSA	62.13
RO5 Violation	0