NPASS drugs

Drug Information

Drug ID:	NPD5601
Drug Name:	Gsk239512
Molecular Formula:	C23H27N3O2
Canonical SMILES:	O=C1CCCN1c1ccc(nc1)Oc1ccc2c(c1)CCN(CC2)C1CCC1
Standard InCHI:	InChI=1S/C23H27N3O2/c27-23-5-2-12-26(23)20-7-9-22(24-16-20)28-21-8-6-17-10-13-25(19-3-1-4-19)14-11-18(17)15-21/h6-9,15-16,19H,1-5,10-14H2
Standard InCHIKey:	YFRBKEVUUCQYOW-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5601

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	424
0.1-0.2	2741
0.2-0.3	9670
0.3-0.4	3406
0.4-0.5	10753
0.5-0.6	2663
0.6-0.7	1104
0.7-0.8	129
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	0.7941	NPC82548
Intermediate Similarity	0.7816	NPC174758
Intermediate Similarity	0.7688	NPC133140
Intermediate Similarity	0.7688	NPC195268
Intermediate Similarity	0.7644	NPC174672
Intermediate Similarity	0.7598	NPC176538
Intermediate Similarity	0.7598	NPC477019
Intermediate Similarity	0.7594	NPC274982
Intermediate Similarity	0.7586	NPC127085
Intermediate Similarity	0.757	NPC17565
Intermediate Similarity	0.7549	NPC476582
Intermediate Similarity	0.7549	NPC4071
Intermediate Similarity	0.7549	NPC476578
Intermediate Similarity	0.7524	NPC290689
Intermediate Similarity	0.7512	NPC234197
Intermediate Similarity	0.7512	NPC287208
Intermediate Similarity	0.75	NPC476287
Intermediate Similarity	0.7476	NPC232727
Intermediate Similarity	0.7464	NPC313189
Intermediate Similarity	0.7463	NPC287437
Intermediate Similarity	0.7463	NPC92111
Intermediate Similarity	0.7453	NPC472098
Intermediate Similarity	0.7452	NPC476581
Intermediate Similarity	0.7452	NPC16452
Intermediate Similarity	0.7452	NPC36229
Intermediate Similarity	0.7441	NPC470020
Intermediate Similarity	0.744	NPC211813
Intermediate Similarity	0.7431	NPC65277
Intermediate Similarity	0.7427	NPC315957
Intermediate Similarity	0.7419	NPC60621
Intermediate Similarity	0.7413	NPC76748
Intermediate Similarity	0.7389	NPC307963
Intermediate Similarity	0.7381	NPC135549
Intermediate Similarity	0.7371	NPC296482
Intermediate Similarity	0.7371	NPC53069
Intermediate Similarity	0.7371	NPC202768
Intermediate Similarity	0.7366	NPC253675
Intermediate Similarity	0.7366	NPC267928
Intermediate Similarity	0.7363	NPC296527
Intermediate Similarity	0.7358	NPC471304
Intermediate Similarity	0.7356	NPC295898
Intermediate Similarity	0.7336	NPC236668
Intermediate Similarity	0.7333	NPC470164
Intermediate Similarity	0.7333	NPC323345
Intermediate Similarity	0.7321	NPC476138
Intermediate Similarity	0.7321	NPC245816
Intermediate Similarity	0.7321	NPC53144
Intermediate Similarity	0.7315	NPC305984
Intermediate Similarity	0.7308	NPC31930
Intermediate Similarity	0.7302	NPC146976
Intermediate Similarity	0.729	NPC96405
Intermediate Similarity	0.729	NPC171409
Intermediate Similarity	0.729	NPC264176
Intermediate Similarity	0.7286	NPC210256
Intermediate Similarity	0.7281	NPC99891
Intermediate Similarity	0.7277	NPC167860
Intermediate Similarity	0.7277	NPC123976
Intermediate Similarity	0.726	NPC329793
Intermediate Similarity	0.7257	NPC295228
Intermediate Similarity	0.7251	NPC472111
Intermediate Similarity	0.7248	NPC168209
Intermediate Similarity	0.7243	NPC208284
Intermediate Similarity	0.7238	NPC475774
Intermediate Similarity	0.722	NPC198673
Intermediate Similarity	0.7209	NPC112206
Intermediate Similarity	0.7209	NPC251160
Intermediate Similarity	0.7209	NPC26679
Intermediate Similarity	0.7209	NPC202605
Intermediate Similarity	0.7204	NPC285558
Intermediate Similarity	0.7202	NPC473822
Intermediate Similarity	0.7195	NPC122436
Intermediate Similarity	0.7179	NPC476518
Intermediate Similarity	0.7177	NPC329747
Intermediate Similarity	0.7177	NPC19872
Intermediate Similarity	0.717	NPC475841
Intermediate Similarity	0.717	NPC474145
Intermediate Similarity	0.7169	NPC193267
Intermediate Similarity	0.7169	NPC213530
Intermediate Similarity	0.7163	NPC168911
Intermediate Similarity	0.7156	NPC200836
Intermediate Similarity	0.715	NPC251090
Intermediate Similarity	0.715	NPC185782
Intermediate Similarity	0.7149	NPC175150
Intermediate Similarity	0.7149	NPC243633
Intermediate Similarity	0.7143	NPC121658
Intermediate Similarity	0.7143	NPC75179
Intermediate Similarity	0.7143	NPC311906
Intermediate Similarity	0.7143	NPC14651
Intermediate Similarity	0.7136	NPC53344
Intermediate Similarity	0.7136	NPC472099
Intermediate Similarity	0.7123	NPC47059
Intermediate Similarity	0.7123	NPC475070
Intermediate Similarity	0.7123	NPC264166
Intermediate Similarity	0.7123	NPC274291
Intermediate Similarity	0.7123	NPC329708
Intermediate Similarity	0.7123	NPC303658
Intermediate Similarity	0.7123	NPC165349
Intermediate Similarity	0.7123	NPC118832
Intermediate Similarity	0.7123	NPC96321
Intermediate Similarity	0.7116	NPC85273
Intermediate Similarity	0.7115	NPC224928
Intermediate Similarity	0.71	NPC271792
Intermediate Similarity	0.7097	NPC266931
Intermediate Similarity	0.7097	NPC271215
Intermediate Similarity	0.7097	NPC149471
Intermediate Similarity	0.7091	NPC308906
Intermediate Similarity	0.7087	NPC99666
Intermediate Similarity	0.7083	NPC242923
Intermediate Similarity	0.7081	NPC239954
Intermediate Similarity	0.7075	NPC223427
Intermediate Similarity	0.707	NPC469589
Intermediate Similarity	0.7056	NPC193238
Intermediate Similarity	0.7054	NPC470018
Intermediate Similarity	0.7045	NPC473041
Intermediate Similarity	0.7043	NPC101350
Intermediate Similarity	0.7037	NPC188420
Intermediate Similarity	0.7027	NPC310118
Intermediate Similarity	0.7026	NPC471178
Intermediate Similarity	0.7023	NPC475910
Intermediate Similarity	0.7022	NPC74575
Intermediate Similarity	0.702	NPC111624
Intermediate Similarity	0.7018	NPC162530
Intermediate Similarity	0.7018	NPC141053
Intermediate Similarity	0.7014	NPC121772
Intermediate Similarity	0.701	NPC177404
Intermediate Similarity	0.7004	NPC260434
Intermediate Similarity	0.7004	NPC201508
Intermediate Similarity	0.7	NPC235685
Intermediate Similarity	0.7	NPC473513
Remote Similarity	0.6996	NPC210434
Remote Similarity	0.6986	NPC473053
Remote Similarity	0.6978	NPC319232
Remote Similarity	0.6978	NPC24370
Remote Similarity	0.6974	NPC49547
Remote Similarity	0.6974	NPC101543
Remote Similarity	0.6971	NPC289786
Remote Similarity	0.6971	NPC329541
Remote Similarity	0.6968	NPC100079
Remote Similarity	0.6968	NPC23614
Remote Similarity	0.6968	NPC173080
Remote Similarity	0.6964	NPC322482
Remote Similarity	0.696	NPC278525
Remote Similarity	0.6955	NPC470799
Remote Similarity	0.6955	NPC8022
Remote Similarity	0.6952	NPC156704
Remote Similarity	0.6947	NPC157931
Remote Similarity	0.6947	NPC478078
Remote Similarity	0.6946	NPC176127
Remote Similarity	0.6944	NPC476465
Remote Similarity	0.6943	NPC255800
Remote Similarity	0.6943	NPC329631
Remote Similarity	0.6943	NPC96584
Remote Similarity	0.6937	NPC315804
Remote Similarity	0.6937	NPC313804
Remote Similarity	0.6927	NPC171171
Remote Similarity	0.6926	NPC472061
Remote Similarity	0.6923	NPC471177
Remote Similarity	0.6923	NPC124542
Remote Similarity	0.6923	NPC324149
Remote Similarity	0.6923	NPC59779
Remote Similarity	0.692	NPC280272
Remote Similarity	0.692	NPC26543
Remote Similarity	0.6916	NPC314954
Remote Similarity	0.691	NPC119134
Remote Similarity	0.6909	NPC235076
Remote Similarity	0.6906	NPC174049
Remote Similarity	0.6906	NPC54066
Remote Similarity	0.6906	NPC128115
Remote Similarity	0.6906	NPC323969
Remote Similarity	0.6905	NPC13880
Remote Similarity	0.69	NPC196718
Remote Similarity	0.69	NPC469554
Remote Similarity	0.69	NPC312872
Remote Similarity	0.6897	NPC266551
Remote Similarity	0.6897	NPC474183
Remote Similarity	0.6897	NPC161887
Remote Similarity	0.6897	NPC219963
Remote Similarity	0.6897	NPC470474
Remote Similarity	0.6895	NPC316981
Remote Similarity	0.6894	NPC78609
Remote Similarity	0.6894	NPC472434
Remote Similarity	0.6886	NPC24019
Remote Similarity	0.6881	NPC5145
Remote Similarity	0.6878	NPC152768
Remote Similarity	0.6878	NPC170114
Remote Similarity	0.6878	NPC314002
Remote Similarity	0.6878	NPC148183
Remote Similarity	0.6872	NPC110151
Remote Similarity	0.687	NPC172222
Remote Similarity	0.687	NPC22481
Remote Similarity	0.6867	NPC475816
Remote Similarity	0.6864	NPC151781
Remote Similarity	0.6864	NPC471080
Remote Similarity	0.6864	NPC74562
Remote Similarity	0.6864	NPC478074
Remote Similarity	0.6864	NPC316181
Remote Similarity	0.6864	NPC469592
Remote Similarity	0.6863	NPC220765
Remote Similarity	0.6861	NPC46451
Remote Similarity	0.6857	NPC146724

Drug Structure

NPD5601 OpenBabel08211708292D 28 32 0 0 1 0 0 0 0 0999 V2000 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3633 0.1160 0.0000 C 0 0 0 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 1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0705 0.8231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1614 4.5756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1805 3.2307 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1273 4.8344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4734 3.9378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9089 3.4977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4977 1.9089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4723 0.5700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3768 2.6510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6510 1.3768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5756 3.1614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9557 2.0060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9026 3.6097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6097 2.9026 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 -6.9217 2.2648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8344 4.1273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5075 3.6790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6165 1.7141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2486 2.7131 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 1.7071 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -7.6288 1.5577 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.0705 2.6051 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8003 4.3861 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 2 12 1 0 0 0 0 3 19 1 0 0 0 0 4 19 1 0 0 0 0 5 23 1 0 0 0 0 6 8 1 0 0 0 0 6 17 2 0 0 0 0 7 9 2 0 0 0 0 7 20 1 0 0 0 0 8 21 2 0 0 0 0 9 22 1 0 0 0 0 10 13 1 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 18 1 0 0 0 0 12 26 1 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 18 2 0 0 0 0 15 21 1 0 0 0 0 16 20 2 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 21 28 1 0 0 0 0 22 24 2 0 0 0 0 22 28 1 0 0 0 0 23 26 1 0 0 0 0 23 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000374
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9976892
ChEBI
CAS Number

Drug Properties

Molecular Weight	377.21
ALogP	-1.3973
MLogP	3.44
XLogP	3.792
HDA	4
HBD	0
Rotatable Bonds	4
TPSA	45.67
RO5 Violation	0