NPASS drugs

Drug Information

Drug ID:	NPD5644
Drug Name:	Nms-1286937
Molecular Formula:	C23H28N8O2
Canonical SMILES:	COc1ccc(cc1Nc1ncc2c(n1)c1n(C)nc(c1CC2)C(=N)O)N1CCN(CC1)C
Standard InCHI:	InChI=1S/C23H28N8O2/c1-29-8-10-31(11-9-29)15-5-7-18(33-3)17(12-15)26-23-25-13-14-4-6-16-20(22(24)32)28-30(2)21(16)19(14)27-23/h5,7,12-13H,4,6,8-11H2,1-3H3,(H2,24,32)(H,25,26,27)
Standard InCHIKey:	SWTRIZHCIUWGAU-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5644

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	553
0.1-0.2	4811
0.2-0.3	8335
0.3-0.4	12084
0.4-0.5	2665
0.5-0.6	1827
0.6-0.7	567
0.7-0.8	48
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	0.7686	NPC30540
Intermediate Similarity	0.75	NPC314954
Intermediate Similarity	0.749	NPC103687
Intermediate Similarity	0.749	NPC132631
Intermediate Similarity	0.741	NPC472067
Intermediate Similarity	0.741	NPC472031
Intermediate Similarity	0.741	NPC472066
Intermediate Similarity	0.7407	NPC469554
Intermediate Similarity	0.74	NPC472068
Intermediate Similarity	0.7384	NPC213530
Intermediate Similarity	0.7384	NPC193267
Intermediate Similarity	0.7366	NPC160666
Intermediate Similarity	0.7336	NPC101543
Intermediate Similarity	0.7333	NPC130570
Intermediate Similarity	0.7308	NPC242923
Intermediate Similarity	0.7304	NPC245816
Intermediate Similarity	0.7304	NPC476138
Intermediate Similarity	0.7257	NPC470799
Intermediate Similarity	0.7257	NPC8022
Intermediate Similarity	0.7253	NPC477111
Intermediate Similarity	0.7249	NPC19872
Intermediate Similarity	0.7249	NPC176538
Intermediate Similarity	0.7247	NPC295228
Intermediate Similarity	0.724	NPC295452
Intermediate Similarity	0.724	NPC171393
Intermediate Similarity	0.7236	NPC180504
Intermediate Similarity	0.7203	NPC471603
Intermediate Similarity	0.7203	NPC26679
Intermediate Similarity	0.7198	NPC475070
Intermediate Similarity	0.7191	NPC5145
Intermediate Similarity	0.7191	NPC167860
Intermediate Similarity	0.7191	NPC123976
Intermediate Similarity	0.7171	NPC39092
Intermediate Similarity	0.7155	NPC475774
Intermediate Similarity	0.7149	NPC185782
Intermediate Similarity	0.7118	NPC267928
Intermediate Similarity	0.7113	NPC477110
Intermediate Similarity	0.7106	NPC476465
Intermediate Similarity	0.7094	NPC477113
Intermediate Similarity	0.7083	NPC304926
Intermediate Similarity	0.7083	NPC476041
Intermediate Similarity	0.7082	NPC223427
Intermediate Similarity	0.7043	NPC56271
Intermediate Similarity	0.7035	NPC472289
Intermediate Similarity	0.7029	NPC476287
Intermediate Similarity	0.7025	NPC308906
Intermediate Similarity	0.7025	NPC250178
Intermediate Similarity	0.7017	NPC208284
Remote Similarity	0.6996	NPC232727
Remote Similarity	0.6996	NPC161887
Remote Similarity	0.6992	NPC471891
Remote Similarity	0.6983	NPC476167
Remote Similarity	0.6967	NPC310118
Remote Similarity	0.6964	NPC6215
Remote Similarity	0.6962	NPC287208
Remote Similarity	0.6962	NPC82548
Remote Similarity	0.6953	NPC315957
Remote Similarity	0.6948	NPC476451
Remote Similarity	0.6941	NPC316756
Remote Similarity	0.694	NPC192315
Remote Similarity	0.6926	NPC132642
Remote Similarity	0.6913	NPC307963
Remote Similarity	0.6907	NPC285558
Remote Similarity	0.6907	NPC165349
Remote Similarity	0.6907	NPC329708
Remote Similarity	0.6907	NPC264166
Remote Similarity	0.6907	NPC274291
Remote Similarity	0.6907	NPC47059
Remote Similarity	0.6907	NPC118832
Remote Similarity	0.6882	NPC74619
Remote Similarity	0.6875	NPC477805
Remote Similarity	0.6875	NPC477806
Remote Similarity	0.6875	NPC477796
Remote Similarity	0.6875	NPC477795
Remote Similarity	0.6873	NPC26543
Remote Similarity	0.6865	NPC24802
Remote Similarity	0.6853	NPC194967
Remote Similarity	0.6853	NPC251090
Remote Similarity	0.6846	NPC94157
Remote Similarity	0.6844	NPC219963
Remote Similarity	0.6844	NPC266551
Remote Similarity	0.6835	NPC470500
Remote Similarity	0.6829	NPC60621
Remote Similarity	0.6827	NPC187145
Remote Similarity	0.6827	NPC110151
Remote Similarity	0.6826	NPC92111
Remote Similarity	0.6824	NPC477861
Remote Similarity	0.6818	NPC471080
Remote Similarity	0.6818	NPC469592
Remote Similarity	0.6818	NPC266931
Remote Similarity	0.6816	NPC292958
Remote Similarity	0.6809	NPC121772
Remote Similarity	0.6807	NPC472111
Remote Similarity	0.6806	NPC53534
Remote Similarity	0.6802	NPC280272
Remote Similarity	0.6797	NPC81175
Remote Similarity	0.6797	NPC324149
Remote Similarity	0.6792	NPC174672
Remote Similarity	0.6783	NPC76748
Remote Similarity	0.6766	NPC18487
Remote Similarity	0.6763	NPC113369
Remote Similarity	0.676	NPC473185
Remote Similarity	0.6759	NPC141053
Remote Similarity	0.6751	NPC470678
Remote Similarity	0.6746	NPC21461
Remote Similarity	0.6739	NPC296527
Remote Similarity	0.6737	NPC329793
Remote Similarity	0.6734	NPC216612
Remote Similarity	0.6722	NPC174758
Remote Similarity	0.6722	NPC469589
Remote Similarity	0.6719	NPC41679
Remote Similarity	0.6716	NPC152620
Remote Similarity	0.6707	NPC469594
Remote Similarity	0.6705	NPC473312
Remote Similarity	0.6695	NPC226202
Remote Similarity	0.6695	NPC287437
Remote Similarity	0.6695	NPC84853
Remote Similarity	0.6693	NPC471614
Remote Similarity	0.6681	NPC20249
Remote Similarity	0.6681	NPC211813
Remote Similarity	0.668	NPC478074
Remote Similarity	0.668	NPC162530
Remote Similarity	0.6667	NPC469727
Remote Similarity	0.6667	NPC249040
Remote Similarity	0.6667	NPC280638
Remote Similarity	0.6652	NPC99666
Remote Similarity	0.664	NPC115595
Remote Similarity	0.664	NPC173080
Remote Similarity	0.6639	NPC202605
Remote Similarity	0.6639	NPC112206
Remote Similarity	0.6638	NPC472193
Remote Similarity	0.6638	NPC284678
Remote Similarity	0.6629	NPC150447
Remote Similarity	0.6627	NPC107160
Remote Similarity	0.6627	NPC157931
Remote Similarity	0.6626	NPC11464
Remote Similarity	0.6624	NPC4071
Remote Similarity	0.6624	NPC476582
Remote Similarity	0.6624	NPC187558
Remote Similarity	0.6624	NPC476578
Remote Similarity	0.6624	NPC128823
Remote Similarity	0.6615	NPC142385
Remote Similarity	0.6614	NPC260434
Remote Similarity	0.6613	NPC17565
Remote Similarity	0.6612	NPC475910
Remote Similarity	0.6612	NPC282247
Remote Similarity	0.6607	NPC14651
Remote Similarity	0.6607	NPC121658
Remote Similarity	0.6598	NPC470164
Remote Similarity	0.6598	NPC323345
Remote Similarity	0.6595	NPC110741
Remote Similarity	0.6592	NPC63109
Remote Similarity	0.659	NPC208522
Remote Similarity	0.6584	NPC476116
Remote Similarity	0.6582	NPC239954
Remote Similarity	0.658	NPC171171
Remote Similarity	0.6574	NPC65277
Remote Similarity	0.6571	NPC316981
Remote Similarity	0.657	NPC313189
Remote Similarity	0.6562	NPC476518
Remote Similarity	0.6561	NPC323244
Remote Similarity	0.6561	NPC257851
Remote Similarity	0.6559	NPC62995
Remote Similarity	0.6559	NPC274982
Remote Similarity	0.6559	NPC170114
Remote Similarity	0.6556	NPC16452
Remote Similarity	0.6556	NPC36229
Remote Similarity	0.6556	NPC476581
Remote Similarity	0.6553	NPC198673
Remote Similarity	0.6552	NPC254762
Remote Similarity	0.655	NPC473183
Remote Similarity	0.655	NPC477891
Remote Similarity	0.655	NPC144114
Remote Similarity	0.6549	NPC477112
Remote Similarity	0.6548	NPC125597
Remote Similarity	0.6546	NPC473179
Remote Similarity	0.654	NPC77555
Remote Similarity	0.6538	NPC148889
Remote Similarity	0.6537	NPC314002
Remote Similarity	0.6527	NPC472434
Remote Similarity	0.6524	NPC230805
Remote Similarity	0.6523	NPC49547
Remote Similarity	0.6522	NPC2497
Remote Similarity	0.6522	NPC48938
Remote Similarity	0.652	NPC472099
Remote Similarity	0.6518	NPC470549
Remote Similarity	0.6515	NPC103388
Remote Similarity	0.6515	NPC200836
Remote Similarity	0.6515	NPC91868
Remote Similarity	0.6515	NPC63971
Remote Similarity	0.6513	NPC72905
Remote Similarity	0.6513	NPC168911
Remote Similarity	0.6513	NPC265576
Remote Similarity	0.6513	NPC212213
Remote Similarity	0.6512	NPC477549
Remote Similarity	0.6509	NPC314573
Remote Similarity	0.6508	NPC322482
Remote Similarity	0.6508	NPC122436
Remote Similarity	0.6504	NPC296482
Remote Similarity	0.6504	NPC202768

Drug Structure

NPD5644 OpenBabel08211708292D 36 40 0 0 0 0 0 0 0 0999 V2000 -9.7342 -0.5219 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 -3.6720 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2701 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8682 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0021 -0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0021 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1361 -0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2701 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5380 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5380 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 0.2738 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 2.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 0.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 0.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 -0.1045 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.8682 -0.0219 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 -7.1361 0.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6884 1.9680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 2.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0267 0.4817 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 -0.0219 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6666 2.1759 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 30 1 0 0 0 0 3 33 1 0 0 0 0 4 6 1 0 0 0 0 4 14 1 0 0 0 0 5 7 2 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 18 1 0 0 0 0 8 10 1 0 0 0 0 8 29 1 0 0 0 0 9 11 1 0 0 0 0 9 29 1 0 0 0 0 10 31 1 0 0 0 0 11 31 1 0 0 0 0 12 15 2 0 0 0 0 12 17 1 0 0 0 0 13 14 2 0 0 0 0 13 25 1 0 0 0 0 14 19 1 0 0 0 0 15 31 1 0 0 0 0 16 20 1 0 0 0 0 16 21 2 0 0 0 0 17 18 2 0 0 0 0 17 26 1 0 0 0 0 18 33 1 0 0 0 0 19 21 1 0 0 0 0 19 27 2 0 0 0 0 20 22 1 0 0 0 0 20 28 2 0 0 0 0 21 30 1 0 0 0 0 22 24 2 0 0 0 0 22 32 1 0 0 0 0 23 25 2 0 0 0 0 23 26 1 0 0 0 0 23 27 1 0 0 0 0 24 34 1 0 0 0 0 26 35 1 0 0 0 0 28 30 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	448.23
ALogP	-0.1384
MLogP	2.89
XLogP	1.504
HDA	9
HBD	3
Rotatable Bonds	9
TPSA	115.42
RO5 Violation	0