NPASS drugs

Drug Information

Drug ID:	NPD4654
Drug Name:	Gsk-690693
Molecular Formula:	C21H27N7O3
Canonical SMILES:	CCn1c(nc2c1c(OC[C@H]1CCCNC1)cnc2C#CC(O)(C)C)c1nonc1N
Standard InCHI:	InChI=1S/C21H27N7O3/c1-4-28-18-15(30-12-13-6-5-9-23-10-13)11-24-14(7-8-21(2,3)29)16(18)25-20(28)17-19(22)27-31-26-17/h11,13,23,29H,4-6,9-10,12H2,1-3H3,(H2,22,27)/t13-/m0/s1
Standard InCHIKey:	KGPGFQWBCSZGEL-ZDUSSCGKSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4654

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	578
0.1-0.2	10948
0.2-0.3	7091
0.3-0.4	8477
0.4-0.5	2513
0.5-0.6	1156
0.6-0.7	122
0.7-0.8	5
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	0.7532	NPC160666
Intermediate Similarity	0.7253	NPC250178
Intermediate Similarity	0.7042	NPC107160
Intermediate Similarity	0.7012	NPC314954
Intermediate Similarity	0.7009	NPC50511
Remote Similarity	0.6983	NPC115595
Remote Similarity	0.6955	NPC21461
Remote Similarity	0.6855	NPC30540
Remote Similarity	0.6842	NPC187558
Remote Similarity	0.6822	NPC150447
Remote Similarity	0.6811	NPC472066
Remote Similarity	0.6811	NPC472031
Remote Similarity	0.6811	NPC472067
Remote Similarity	0.6789	NPC469554
Remote Similarity	0.6777	NPC130570
Remote Similarity	0.677	NPC84853
Remote Similarity	0.6754	NPC267928
Remote Similarity	0.6721	NPC101543
Remote Similarity	0.6682	NPC20249
Remote Similarity	0.668	NPC316756
Remote Similarity	0.6667	NPC472068
Remote Similarity	0.6667	NPC19872
Remote Similarity	0.6654	NPC56271
Remote Similarity	0.6639	NPC26679
Remote Similarity	0.6622	NPC266551
Remote Similarity	0.6622	NPC161887
Remote Similarity	0.6597	NPC242923
Remote Similarity	0.6593	NPC472289
Remote Similarity	0.6569	NPC471603
Remote Similarity	0.656	NPC141053
Remote Similarity	0.656	NPC180504
Remote Similarity	0.6547	NPC219963
Remote Similarity	0.653	NPC121658
Remote Similarity	0.653	NPC14651
Remote Similarity	0.6513	NPC185782
Remote Similarity	0.651	NPC39092
Remote Similarity	0.6488	NPC470799
Remote Similarity	0.6488	NPC8022
Remote Similarity	0.6484	NPC476518
Remote Similarity	0.6478	NPC226202
Remote Similarity	0.6445	NPC295452
Remote Similarity	0.6445	NPC171393
Remote Similarity	0.6441	NPC475774
Remote Similarity	0.6426	NPC187145
Remote Similarity	0.6423	NPC310118
Remote Similarity	0.642	NPC477795
Remote Similarity	0.642	NPC477805
Remote Similarity	0.642	NPC477796
Remote Similarity	0.642	NPC477806
Remote Similarity	0.6409	NPC471891
Remote Similarity	0.6408	NPC213530
Remote Similarity	0.6408	NPC193267
Remote Similarity	0.6408	NPC308906
Remote Similarity	0.6402	NPC287208
Remote Similarity	0.6371	NPC245816
Remote Similarity	0.6371	NPC103388
Remote Similarity	0.6371	NPC476138
Remote Similarity	0.636	NPC110151
Remote Similarity	0.6349	NPC123976
Remote Similarity	0.6349	NPC167860
Remote Similarity	0.634	NPC18487
Remote Similarity	0.6337	NPC476287
Remote Similarity	0.6332	NPC472434
Remote Similarity	0.632	NPC103687
Remote Similarity	0.632	NPC132631
Remote Similarity	0.6298	NPC26543
Remote Similarity	0.6287	NPC232727
Remote Similarity	0.6286	NPC274982
Remote Similarity	0.627	NPC315822
Remote Similarity	0.6256	NPC118776
Remote Similarity	0.625	NPC317054
Remote Similarity	0.6245	NPC121772
Remote Similarity	0.6245	NPC176538
Remote Similarity	0.624	NPC477861
Remote Similarity	0.624	NPC471614
Remote Similarity	0.6234	NPC110741
Remote Similarity	0.6217	NPC63109
Remote Similarity	0.6215	NPC471615
Remote Similarity	0.6214	NPC113369
Remote Similarity	0.6207	NPC134079
Remote Similarity	0.6205	NPC111624
Remote Similarity	0.6204	NPC471080
Remote Similarity	0.6204	NPC469592
Remote Similarity	0.6194	NPC74619
Remote Similarity	0.619	NPC206251
Remote Similarity	0.619	NPC74382
Remote Similarity	0.618	NPC53534
Remote Similarity	0.6173	NPC469589
Remote Similarity	0.6169	NPC469594
Remote Similarity	0.6162	NPC152620
Remote Similarity	0.6157	NPC476451
Remote Similarity	0.6157	NPC258048
Remote Similarity	0.6154	NPC170114
Remote Similarity	0.6154	NPC288349
Remote Similarity	0.6148	NPC158055
Remote Similarity	0.6134	NPC472436
Remote Similarity	0.6129	NPC304926
Remote Similarity	0.6129	NPC476041
Remote Similarity	0.6116	NPC323345
Remote Similarity	0.6116	NPC470164
Remote Similarity	0.6116	NPC222174
Remote Similarity	0.6113	NPC470549
Remote Similarity	0.6109	NPC315957
Remote Similarity	0.6107	NPC174672
Remote Similarity	0.6102	NPC6215
Remote Similarity	0.6096	NPC17305
Remote Similarity	0.6096	NPC60621
Remote Similarity	0.6092	NPC81175
Remote Similarity	0.6082	NPC5145
Remote Similarity	0.6082	NPC472435
Remote Similarity	0.6066	NPC476465
Remote Similarity	0.6062	NPC295228
Remote Similarity	0.6059	NPC307963
Remote Similarity	0.6056	NPC132642
Remote Similarity	0.6048	NPC250835
Remote Similarity	0.6041	NPC174758
Remote Similarity	0.6036	NPC48192
Remote Similarity	0.6034	NPC280638
Remote Similarity	0.6032	NPC94157
Remote Similarity	0.6031	NPC475253
Remote Similarity	0.6026	NPC230805
Remote Similarity	0.6016	NPC292958
Remote Similarity	0.6016	NPC11464
Remote Similarity	0.6015	NPC101350
Remote Similarity	0.6008	NPC285558
Remote Similarity	0.6	NPC82548
Remote Similarity	0.6	NPC12100
Remote Similarity	0.5991	NPC284678
Remote Similarity	0.5991	NPC63338
Remote Similarity	0.5991	NPC25899
Remote Similarity	0.5991	NPC322976
Remote Similarity	0.5991	NPC324203
Remote Similarity	0.5984	NPC475288
Remote Similarity	0.5984	NPC472111
Remote Similarity	0.5983	NPC208751
Remote Similarity	0.5977	NPC235685
Remote Similarity	0.5977	NPC473185
Remote Similarity	0.5977	NPC323244
Remote Similarity	0.5975	NPC92111
Remote Similarity	0.5974	NPC470474
Remote Similarity	0.597	NPC148889
Remote Similarity	0.5969	NPC260434
Remote Similarity	0.596	NPC472027
Remote Similarity	0.5947	NPC473312
Remote Similarity	0.5946	NPC196718
Remote Similarity	0.5946	NPC328924
Remote Similarity	0.5946	NPC102593
Remote Similarity	0.5944	NPC282247
Remote Similarity	0.5943	NPC470500
Remote Similarity	0.5943	NPC475070
Remote Similarity	0.5941	NPC251090
Remote Similarity	0.5938	NPC263439
Remote Similarity	0.5935	NPC475910
Remote Similarity	0.5934	NPC476167
Remote Similarity	0.5932	NPC76748
Remote Similarity	0.5929	NPC77101
Remote Similarity	0.5929	NPC1527
Remote Similarity	0.5912	NPC179896
Remote Similarity	0.5909	NPC99891
Remote Similarity	0.5909	NPC477633
Remote Similarity	0.5896	NPC91868
Remote Similarity	0.5896	NPC63971
Remote Similarity	0.5894	NPC41679
Remote Similarity	0.5892	NPC239954
Remote Similarity	0.5892	NPC192315
Remote Similarity	0.589	NPC224327
Remote Similarity	0.589	NPC296527
Remote Similarity	0.5887	NPC85273
Remote Similarity	0.5885	NPC31930
Remote Similarity	0.588	NPC162530
Remote Similarity	0.5878	NPC118832
Remote Similarity	0.5878	NPC329708
Remote Similarity	0.5878	NPC264166
Remote Similarity	0.5878	NPC274291
Remote Similarity	0.5878	NPC47059
Remote Similarity	0.5878	NPC165349
Remote Similarity	0.5875	NPC13880
Remote Similarity	0.5869	NPC69843
Remote Similarity	0.5868	NPC287437
Remote Similarity	0.5866	NPC472099
Remote Similarity	0.5859	NPC122436
Remote Similarity	0.5858	NPC198673
Remote Similarity	0.5855	NPC284559
Remote Similarity	0.5854	NPC471736
Remote Similarity	0.585	NPC197141
Remote Similarity	0.5847	NPC313514
Remote Similarity	0.584	NPC472098
Remote Similarity	0.584	NPC182222
Remote Similarity	0.5837	NPC125597
Remote Similarity	0.5837	NPC35761
Remote Similarity	0.5837	NPC223427
Remote Similarity	0.5833	NPC256828
Remote Similarity	0.5833	NPC477110
Remote Similarity	0.5833	NPC470785
Remote Similarity	0.583	NPC237978
Remote Similarity	0.5826	NPC168911
Remote Similarity	0.5822	NPC177404
Remote Similarity	0.582	NPC470586
Remote Similarity	0.5817	NPC266931
Remote Similarity	0.5817	NPC473757

Drug Structure

NPD4654 OpenBabel08211705262D 35 38 0 0 1 0 0 0 0 0999 V2000 -4.3442 1.5180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5592 6.0314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0592 5.1654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3661 1.3101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2350 1.5314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3690 2.0314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1728 5.0314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3068 5.5314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1010 2.0314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2350 3.5314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7709 4.5314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5029 3.5314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3690 3.0314 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0388 4.5314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7709 3.5314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0388 3.5314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9049 3.0314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7024 1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5592 6.0314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5873 -0.0388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.1010 3.0314 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.9049 5.0314 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2957 2.8622 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 0.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6970 2.0532 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5592 7.0314 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6369 3.0314 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 -2.8963 -0.9898 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2564 0.7044 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9670 3.5314 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4253 7.5314 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 28 1 0 0 0 0 5 6 1 0 0 0 0 5 9 1 0 0 0 0 6 13 1 0 0 0 0 7 8 3 0 0 0 0 7 14 1 0 0 0 0 8 21 1 0 0 0 0 9 23 1 0 0 0 0 10 13 1 0 0 0 0 10 23 1 0 0 0 0 11 15 1 0 0 0 0 11 24 2 0 0 0 0 12 30 1 0 0 0 0 13 12 1 1 0 0 0 14 16 2 0 0 0 0 14 24 1 0 0 0 0 15 18 2 0 0 0 0 15 30 1 0 0 0 0 16 18 1 0 0 0 0 16 25 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 17 26 2 0 0 0 0 18 28 1 0 0 0 0 19 22 1 0 0 0 0 19 27 2 0 0 0 0 20 25 2 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 32 1 0 0 0 0 22 33 1 0 0 0 0 23 34 1 0 0 0 0 26 31 1 0 0 0 0 27 31 1 0 0 0 0 29 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC002344
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16725726
ChEBI
CAS Number

Drug Properties

Molecular Weight	425.22
ALogP	-0.6921
MLogP	2.67
XLogP	0.81
HDA	6
HBD	3
Rotatable Bonds	10
TPSA	137.14
RO5 Violation	0