NPASS drugs

Drug Information

Drug ID:	NPD6656
Drug Name:
Molecular Formula:	C26H35N3O3
Canonical SMILES:	COc1cccc(c1)N1CCN(CC1)CC(=NC1c2c(O)c(C)cc(c2CC1(C)C)C)O
Standard InCHI:	InChI=1S/C26H35N3O3/c1-17-13-18(2)24(31)23-21(17)15-26(3,4)25(23)27-22(30)16-28-9-11-29(12-10-28)19-7-6-8-20(14-19)32-5/h6-8,13-14,25,31H,9-12,15-16H2,1-5H3,(H,27,30)
Standard InCHIKey:	LYAUICDWKQJAGX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6656

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	311
0.1-0.2	1358
0.2-0.3	5233
0.3-0.4	7297
0.4-0.5	8009
0.5-0.6	7168
0.6-0.7	1346
0.7-0.8	168
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	0.7766	NPC33902
Intermediate Similarity	0.7766	NPC276674
Intermediate Similarity	0.7656	NPC280964
Intermediate Similarity	0.7656	NPC141915
Intermediate Similarity	0.7656	NPC114335
Intermediate Similarity	0.7592	NPC320088
Intermediate Similarity	0.7592	NPC477186
Intermediate Similarity	0.7581	NPC285941
Intermediate Similarity	0.7552	NPC474904
Intermediate Similarity	0.7514	NPC470324
Intermediate Similarity	0.7514	NPC221864
Intermediate Similarity	0.7473	NPC235143
Intermediate Similarity	0.7473	NPC271388
Intermediate Similarity	0.7473	NPC119649
Intermediate Similarity	0.7473	NPC230956
Intermediate Similarity	0.7473	NPC205255
Intermediate Similarity	0.7459	NPC79328
Intermediate Similarity	0.7443	NPC476151
Intermediate Similarity	0.7437	NPC471489
Intermediate Similarity	0.7436	NPC78284
Intermediate Similarity	0.7432	NPC80759
Intermediate Similarity	0.7432	NPC79402
Intermediate Similarity	0.7413	NPC164374
Intermediate Similarity	0.7413	NPC137929
Intermediate Similarity	0.7411	NPC161804
Intermediate Similarity	0.7382	NPC179704
Intermediate Similarity	0.7374	NPC17677
Intermediate Similarity	0.7368	NPC190461
Intermediate Similarity	0.736	NPC477565
Intermediate Similarity	0.736	NPC103379
Intermediate Similarity	0.7353	NPC469589
Intermediate Similarity	0.7344	NPC249405
Intermediate Similarity	0.734	NPC476331
Intermediate Similarity	0.733	NPC185838
Intermediate Similarity	0.7322	NPC118804
Intermediate Similarity	0.7308	NPC29647
Intermediate Similarity	0.7302	NPC477187
Intermediate Similarity	0.7283	NPC166014
Intermediate Similarity	0.7283	NPC27410
Intermediate Similarity	0.7273	NPC162653
Intermediate Similarity	0.7258	NPC209377
Intermediate Similarity	0.7258	NPC134858
Intermediate Similarity	0.7253	NPC295691
Intermediate Similarity	0.7253	NPC110416
Intermediate Similarity	0.7253	NPC276588
Intermediate Similarity	0.7253	NPC2413
Intermediate Similarity	0.7253	NPC189266
Intermediate Similarity	0.7253	NPC123323
Intermediate Similarity	0.7253	NPC184026
Intermediate Similarity	0.7253	NPC172765
Intermediate Similarity	0.7253	NPC127674
Intermediate Similarity	0.7253	NPC54379
Intermediate Similarity	0.7253	NPC249797
Intermediate Similarity	0.7253	NPC39701
Intermediate Similarity	0.7253	NPC5238
Intermediate Similarity	0.7253	NPC193949
Intermediate Similarity	0.7253	NPC204828
Intermediate Similarity	0.7253	NPC469817
Intermediate Similarity	0.7253	NPC278799
Intermediate Similarity	0.7253	NPC207757
Intermediate Similarity	0.7247	NPC179825
Intermediate Similarity	0.7247	NPC191376
Intermediate Similarity	0.7247	NPC321505
Intermediate Similarity	0.7243	NPC24954
Intermediate Similarity	0.7238	NPC26601
Intermediate Similarity	0.7225	NPC287588
Intermediate Similarity	0.722	NPC470931
Intermediate Similarity	0.7219	NPC195392
Intermediate Similarity	0.7219	NPC223077
Intermediate Similarity	0.7219	NPC56887
Intermediate Similarity	0.7219	NPC193853
Intermediate Similarity	0.7207	NPC246587
Intermediate Similarity	0.7207	NPC24233
Intermediate Similarity	0.7207	NPC135538
Intermediate Similarity	0.7207	NPC476571
Intermediate Similarity	0.7207	NPC428
Intermediate Similarity	0.7207	NPC147390
Intermediate Similarity	0.7204	NPC1229
Intermediate Similarity	0.7204	NPC233650
Intermediate Similarity	0.72	NPC470925
Intermediate Similarity	0.7194	NPC312531
Intermediate Similarity	0.7188	NPC21885
Intermediate Similarity	0.7181	NPC210140
Intermediate Similarity	0.7181	NPC298979
Intermediate Similarity	0.717	NPC174049
Intermediate Similarity	0.7151	NPC60186
Intermediate Similarity	0.715	NPC224928
Intermediate Similarity	0.7143	NPC477185
Intermediate Similarity	0.7129	NPC127178
Intermediate Similarity	0.7129	NPC469592
Intermediate Similarity	0.7129	NPC471080
Intermediate Similarity	0.7121	NPC204970
Intermediate Similarity	0.712	NPC186063
Intermediate Similarity	0.712	NPC147091
Intermediate Similarity	0.7112	NPC324144
Intermediate Similarity	0.7107	NPC473569
Intermediate Similarity	0.7107	NPC174629
Intermediate Similarity	0.7104	NPC2295
Intermediate Similarity	0.7104	NPC477564
Intermediate Similarity	0.7092	NPC21425
Intermediate Similarity	0.709	NPC150879
Intermediate Similarity	0.709	NPC12053
Intermediate Similarity	0.709	NPC158376
Intermediate Similarity	0.709	NPC145832
Intermediate Similarity	0.709	NPC117188
Intermediate Similarity	0.709	NPC306555
Intermediate Similarity	0.709	NPC474931
Intermediate Similarity	0.709	NPC81218
Intermediate Similarity	0.709	NPC205421
Intermediate Similarity	0.7088	NPC81733
Intermediate Similarity	0.7088	NPC326316
Intermediate Similarity	0.7087	NPC193777
Intermediate Similarity	0.7085	NPC476565
Intermediate Similarity	0.7085	NPC302001
Intermediate Similarity	0.7081	NPC112206
Intermediate Similarity	0.7081	NPC202605
Intermediate Similarity	0.7074	NPC477563
Intermediate Similarity	0.7074	NPC238530
Intermediate Similarity	0.7074	NPC196447
Intermediate Similarity	0.7074	NPC276944
Intermediate Similarity	0.7074	NPC96603
Intermediate Similarity	0.7074	NPC13504
Intermediate Similarity	0.7074	NPC2770
Intermediate Similarity	0.7074	NPC212794
Intermediate Similarity	0.7074	NPC306843
Intermediate Similarity	0.7074	NPC253043
Intermediate Similarity	0.7074	NPC39103
Intermediate Similarity	0.7074	NPC136508
Intermediate Similarity	0.7074	NPC232514
Intermediate Similarity	0.7074	NPC78222
Intermediate Similarity	0.7072	NPC219162
Intermediate Similarity	0.7072	NPC207824
Intermediate Similarity	0.7072	NPC60538
Intermediate Similarity	0.7071	NPC28510
Intermediate Similarity	0.7068	NPC168153
Intermediate Similarity	0.7065	NPC243834
Intermediate Similarity	0.7065	NPC70956
Intermediate Similarity	0.7059	NPC70172
Intermediate Similarity	0.7056	NPC51957
Intermediate Similarity	0.7056	NPC16107
Intermediate Similarity	0.7056	NPC210437
Intermediate Similarity	0.7056	NPC476144
Intermediate Similarity	0.7056	NPC106295
Intermediate Similarity	0.7053	NPC205926
Intermediate Similarity	0.7053	NPC66573
Intermediate Similarity	0.7045	NPC314682
Intermediate Similarity	0.7044	NPC25897
Intermediate Similarity	0.7037	NPC81247
Intermediate Similarity	0.7037	NPC476573
Intermediate Similarity	0.7037	NPC35627
Intermediate Similarity	0.7035	NPC259350
Intermediate Similarity	0.7035	NPC223236
Intermediate Similarity	0.7033	NPC220858
Intermediate Similarity	0.7033	NPC88249
Intermediate Similarity	0.7033	NPC192768
Intermediate Similarity	0.7033	NPC97221
Intermediate Similarity	0.7033	NPC151895
Intermediate Similarity	0.703	NPC23080
Intermediate Similarity	0.703	NPC193906
Intermediate Similarity	0.7026	NPC230276
Intermediate Similarity	0.702	NPC474059
Intermediate Similarity	0.7017	NPC7467
Intermediate Similarity	0.7015	NPC472193
Intermediate Similarity	0.7006	NPC328750
Intermediate Similarity	0.7006	NPC213206
Intermediate Similarity	0.7006	NPC188163
Intermediate Similarity	0.7006	NPC474915
Intermediate Similarity	0.7005	NPC200888
Remote Similarity	0.6995	NPC76213
Remote Similarity	0.6995	NPC469594
Remote Similarity	0.6995	NPC277669
Remote Similarity	0.6985	NPC469390
Remote Similarity	0.6985	NPC470483
Remote Similarity	0.6984	NPC33507
Remote Similarity	0.6978	NPC92541
Remote Similarity	0.6976	NPC52801
Remote Similarity	0.6974	NPC192939
Remote Similarity	0.6974	NPC119068
Remote Similarity	0.6974	NPC40496
Remote Similarity	0.6974	NPC126284
Remote Similarity	0.6974	NPC311936
Remote Similarity	0.6974	NPC215747
Remote Similarity	0.6973	NPC244112
Remote Similarity	0.6972	NPC473185
Remote Similarity	0.6971	NPC475910
Remote Similarity	0.6963	NPC37957
Remote Similarity	0.6961	NPC253883
Remote Similarity	0.6961	NPC90844
Remote Similarity	0.6961	NPC67904
Remote Similarity	0.6961	NPC95075
Remote Similarity	0.6961	NPC329747
Remote Similarity	0.6959	NPC265383
Remote Similarity	0.6959	NPC70092
Remote Similarity	0.6959	NPC283999
Remote Similarity	0.6959	NPC39822
Remote Similarity	0.6957	NPC133011
Remote Similarity	0.6957	NPC82285
Remote Similarity	0.6954	NPC61350
Remote Similarity	0.6952	NPC315498
Remote Similarity	0.6952	NPC7393

Drug Structure

NPD6656 OpenBabel08211710072D 34 37 0 0 1 0 0 0 0 0999 V2000 -1.4563 2.7681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8383 3.8386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 4.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7078 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7078 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1910 3.3034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4781 2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1691 3.0955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 2.1444 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 C 0 0 3 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 1.7796 -0.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 1.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 1.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4563 1.9365 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 4.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.9067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1254 2.6796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 18 1 0 0 0 0 3 26 1 0 0 0 0 4 26 1 0 0 0 0 5 32 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 19 1 0 0 0 0 8 20 2 0 0 0 0 9 11 1 0 0 0 0 9 28 1 0 0 0 0 10 12 1 0 0 0 0 10 28 1 0 0 0 0 11 29 1 0 0 0 0 12 29 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 19 2 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 15 26 1 0 0 0 0 16 22 1 0 0 0 0 16 28 1 0 0 0 0 17 21 1 0 0 0 0 18 24 2 0 0 0 0 19 29 1 0 0 0 0 20 32 1 0 0 0 0 21 23 2 0 0 0 0 22 27 2 3 0 0 0 22 30 1 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 24 31 1 0 0 0 0 25 26 1 0 0 0 0 25 27 1 0 0 0 0 30 33 1 0 0 0 0 31 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013612
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	59739
ChEBI
CAS Number

Drug Properties

Molecular Weight	437.27
ALogP	1.7692
MLogP	3.66
XLogP	4.132
HDA	4
HBD	2
Rotatable Bonds	12
TPSA	68.53
RO5 Violation	0