NPASS drugs

Drug Information

Drug ID:	NPD6568
Drug Name:	GR-328713
Molecular Formula:	C26H29N3O3
Canonical SMILES:	C=CCc1c(ccc2c1CN1C(=O)CN(C(=O)[C@H]1C2)C1CCCC1)OCc1ccccn1
Standard InCHI:	InChI=1S/C26H29N3O3/c1-2-7-21-22-15-29-23(26(31)28(16-25(29)30)20-9-3-4-10-20)14-18(22)11-12-24(21)32-17-19-8-5-6-13-27-19/h2,5-6,8,11-13,20,23H,1,3-4,7,9-10,14-17H2/t23-/m1/s1
Standard InCHIKey:	KICURYBWZNZMHQ-HSZRJFAPSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6568

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	398
0.1-0.2	1881
0.2-0.3	9474
0.3-0.4	3394
0.4-0.5	11613
0.5-0.6	2792
0.6-0.7	1183
0.7-0.8	155
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	0.7729	NPC72905
Intermediate Similarity	0.7725	NPC165349
Intermediate Similarity	0.7725	NPC264166
Intermediate Similarity	0.7725	NPC118832
Intermediate Similarity	0.7725	NPC137353
Intermediate Similarity	0.7725	NPC329708
Intermediate Similarity	0.7725	NPC47059
Intermediate Similarity	0.7725	NPC274291
Intermediate Similarity	0.7647	NPC210434
Intermediate Similarity	0.7647	NPC216612
Intermediate Similarity	0.7642	NPC36229
Intermediate Similarity	0.7642	NPC476581
Intermediate Similarity	0.7642	NPC16452
Intermediate Similarity	0.7628	NPC290689
Intermediate Similarity	0.7628	NPC470020
Intermediate Similarity	0.7604	NPC236668
Intermediate Similarity	0.7571	NPC4071
Intermediate Similarity	0.7571	NPC476582
Intermediate Similarity	0.7571	NPC476578
Intermediate Similarity	0.7569	NPC146976
Intermediate Similarity	0.7543	NPC142385
Intermediate Similarity	0.7536	NPC195268
Intermediate Similarity	0.7536	NPC133140
Intermediate Similarity	0.7534	NPC322482
Intermediate Similarity	0.7522	NPC24019
Intermediate Similarity	0.7522	NPC278525
Intermediate Similarity	0.75	NPC31930
Intermediate Similarity	0.75	NPC329631
Intermediate Similarity	0.75	NPC305984
Intermediate Similarity	0.7488	NPC287437
Intermediate Similarity	0.7477	NPC53069
Intermediate Similarity	0.7477	NPC202768
Intermediate Similarity	0.7477	NPC472098
Intermediate Similarity	0.7477	NPC296482
Intermediate Similarity	0.7477	NPC264176
Intermediate Similarity	0.7454	NPC287208
Intermediate Similarity	0.7434	NPC186351
Intermediate Similarity	0.7432	NPC17565
Intermediate Similarity	0.7432	NPC313804
Intermediate Similarity	0.7432	NPC315804
Intermediate Similarity	0.7424	NPC22481
Intermediate Similarity	0.7407	NPC313189
Intermediate Similarity	0.7399	NPC472099
Intermediate Similarity	0.7397	NPC251160
Intermediate Similarity	0.7397	NPC171409
Intermediate Similarity	0.7397	NPC202605
Intermediate Similarity	0.7397	NPC112206
Intermediate Similarity	0.7397	NPC96405
Intermediate Similarity	0.7391	NPC253675
Intermediate Similarity	0.7389	NPC470018
Intermediate Similarity	0.738	NPC49547
Intermediate Similarity	0.7378	NPC65277
Intermediate Similarity	0.7373	NPC82548
Intermediate Similarity	0.7371	NPC477019
Intermediate Similarity	0.7361	NPC470164
Intermediate Similarity	0.7361	NPC323345
Intermediate Similarity	0.7359	NPC108342
Intermediate Similarity	0.7358	NPC127085
Intermediate Similarity	0.7357	NPC74575
Intermediate Similarity	0.7328	NPC189903
Intermediate Similarity	0.7328	NPC182907
Intermediate Similarity	0.7328	NPC184680
Intermediate Similarity	0.7327	NPC135549
Intermediate Similarity	0.7319	NPC75179
Intermediate Similarity	0.7316	NPC90875
Intermediate Similarity	0.7304	NPC233334
Intermediate Similarity	0.7296	NPC166722
Intermediate Similarity	0.7296	NPC470785
Intermediate Similarity	0.7296	NPC474183
Intermediate Similarity	0.7281	NPC472111
Intermediate Similarity	0.7277	NPC168209
Intermediate Similarity	0.7273	NPC96584
Intermediate Similarity	0.7273	NPC255800
Intermediate Similarity	0.7261	NPC201508
Intermediate Similarity	0.726	NPC174758
Intermediate Similarity	0.726	NPC174672
Intermediate Similarity	0.7246	NPC316224
Intermediate Similarity	0.7234	NPC210296
Intermediate Similarity	0.723	NPC267928
Intermediate Similarity	0.723	NPC224928
Intermediate Similarity	0.7222	NPC470784
Intermediate Similarity	0.7209	NPC234197
Intermediate Similarity	0.7207	NPC476287
Intermediate Similarity	0.7198	NPC141053
Intermediate Similarity	0.7181	NPC175150
Intermediate Similarity	0.7181	NPC243633
Intermediate Similarity	0.717	NPC198673
Intermediate Similarity	0.7163	NPC123395
Intermediate Similarity	0.7161	NPC119134
Intermediate Similarity	0.7156	NPC303658
Intermediate Similarity	0.7143	NPC148183
Intermediate Similarity	0.7143	NPC295898
Intermediate Similarity	0.7143	NPC124313
Intermediate Similarity	0.7143	NPC152768
Intermediate Similarity	0.7137	NPC470017
Intermediate Similarity	0.7137	NPC295228
Intermediate Similarity	0.7137	NPC133609
Intermediate Similarity	0.7131	NPC84164
Intermediate Similarity	0.7131	NPC207283
Intermediate Similarity	0.7125	NPC270515
Intermediate Similarity	0.7116	NPC168911
Intermediate Similarity	0.7112	NPC260434
Intermediate Similarity	0.711	NPC245816
Intermediate Similarity	0.711	NPC476138
Intermediate Similarity	0.711	NPC475774
Intermediate Similarity	0.7106	NPC472061
Intermediate Similarity	0.7106	NPC470022
Intermediate Similarity	0.7104	NPC469589
Intermediate Similarity	0.7101	NPC15406
Intermediate Similarity	0.71	NPC246381
Intermediate Similarity	0.71	NPC314954
Intermediate Similarity	0.7093	NPC174049
Intermediate Similarity	0.7091	NPC193238
Intermediate Similarity	0.7087	NPC319232
Intermediate Similarity	0.7087	NPC24370
Intermediate Similarity	0.7085	NPC26679
Intermediate Similarity	0.7085	NPC474428
Intermediate Similarity	0.7082	NPC196718
Intermediate Similarity	0.708	NPC100079
Intermediate Similarity	0.708	NPC23614
Intermediate Similarity	0.708	NPC473822
Intermediate Similarity	0.7078	NPC210256
Intermediate Similarity	0.7073	NPC150048
Intermediate Similarity	0.7073	NPC203754
Intermediate Similarity	0.7072	NPC471304
Intermediate Similarity	0.7071	NPC208522
Intermediate Similarity	0.7071	NPC472434
Intermediate Similarity	0.7067	NPC274982
Intermediate Similarity	0.7066	NPC67401
Intermediate Similarity	0.7054	NPC271215
Intermediate Similarity	0.7054	NPC324361
Intermediate Similarity	0.7054	NPC149471
Intermediate Similarity	0.7051	NPC19872
Intermediate Similarity	0.705	NPC124542
Intermediate Similarity	0.705	NPC471177
Intermediate Similarity	0.705	NPC59779
Intermediate Similarity	0.7049	NPC472435
Intermediate Similarity	0.704	NPC208284
Intermediate Similarity	0.7039	NPC476999
Intermediate Similarity	0.7037	NPC239954
Intermediate Similarity	0.7037	NPC189079
Intermediate Similarity	0.7031	NPC122463
Intermediate Similarity	0.7026	NPC311906
Intermediate Similarity	0.7025	NPC26543
Intermediate Similarity	0.7023	NPC473053
Intermediate Similarity	0.7022	NPC235076
Intermediate Similarity	0.702	NPC53534
Intermediate Similarity	0.7019	NPC219963
Intermediate Similarity	0.7017	NPC99891
Intermediate Similarity	0.7014	NPC316403
Intermediate Similarity	0.7009	NPC469554
Intermediate Similarity	0.7009	NPC38237
Intermediate Similarity	0.7009	NPC102593
Intermediate Similarity	0.7004	NPC314270
Intermediate Similarity	0.7	NPC122436
Remote Similarity	0.6996	NPC188420
Remote Similarity	0.6996	NPC123976
Remote Similarity	0.6996	NPC183537
Remote Similarity	0.6996	NPC167860
Remote Similarity	0.6995	NPC92111
Remote Similarity	0.6987	NPC60621
Remote Similarity	0.6983	NPC257851
Remote Similarity	0.698	NPC471178
Remote Similarity	0.6979	NPC323752
Remote Similarity	0.6979	NPC220852
Remote Similarity	0.6978	NPC162530
Remote Similarity	0.6974	NPC46451
Remote Similarity	0.6972	NPC176538
Remote Similarity	0.6971	NPC271792
Remote Similarity	0.697	NPC473449
Remote Similarity	0.697	NPC21638
Remote Similarity	0.6964	NPC472436
Remote Similarity	0.6963	NPC141915
Remote Similarity	0.6963	NPC280964
Remote Similarity	0.6963	NPC114335
Remote Similarity	0.6963	NPC471448
Remote Similarity	0.6962	NPC285343
Remote Similarity	0.6961	NPC476518
Remote Similarity	0.6957	NPC280272
Remote Similarity	0.6953	NPC194740
Remote Similarity	0.6953	NPC476997
Remote Similarity	0.6951	NPC185782
Remote Similarity	0.6948	NPC3715
Remote Similarity	0.6948	NPC76748
Remote Similarity	0.6943	NPC54066
Remote Similarity	0.6943	NPC323969
Remote Similarity	0.6942	NPC161801
Remote Similarity	0.6938	NPC266551
Remote Similarity	0.6938	NPC161887
Remote Similarity	0.6936	NPC471004
Remote Similarity	0.6936	NPC101543
Remote Similarity	0.6933	NPC131486
Remote Similarity	0.6932	NPC315467
Remote Similarity	0.693	NPC329541
Remote Similarity	0.693	NPC307963
Remote Similarity	0.693	NPC289786
Remote Similarity	0.6927	NPC121658
Remote Similarity	0.6927	NPC14651
Remote Similarity	0.6926	NPC77878
Remote Similarity	0.6923	NPC476996

Drug Structure

NPD6568 OpenBabel08211710072D 32 36 0 0 1 0 0 0 0 0999 V2000 2.5981 -2.5000 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 -2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 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 2.5981 -1.5000 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 6.9282 -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 6.9282 -0.0000 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 4.3301 -1.5000 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 1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 7.7942 0.5000 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 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 13 1 0 0 0 0 7 21 1 0 0 0 0 8 19 2 0 0 0 0 9 20 1 0 0 0 0 10 20 1 0 0 0 0 11 12 2 0 0 0 0 11 18 1 0 0 0 0 12 24 1 0 0 0 0 13 27 2 0 0 0 0 14 18 1 0 0 0 0 15 22 1 0 0 0 0 15 29 1 0 0 0 0 16 25 1 0 0 0 0 16 28 1 0 0 0 0 17 19 1 0 0 0 0 17 32 1 0 0 0 0 18 22 2 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 22 1 0 0 0 0 21 24 2 0 0 0 0 23 14 1 1 0 0 0 23 26 1 0 0 0 0 23 29 1 0 0 0 0 24 32 1 0 0 0 0 25 29 1 0 0 0 0 25 30 2 0 0 0 0 26 28 1 0 0 0 0 26 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008864
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	431.22
ALogP	-1.8707
MLogP	3.66
XLogP	3.806
HDA	5
HBD	0
Rotatable Bonds	6
TPSA	62.74
RO5 Violation	0