NPASS drugs

Drug Information

Drug ID:	NPD4440
Drug Name:
Molecular Formula:	C21H22N6O
Canonical SMILES:	CCOc1nc(nc2c1[nH]c1c2ccc(c1)c1ccncc1)N1CCNCC1
Standard InCHI:	InChI=1S/C21H22N6O/c1-2-28-20-19-18(25-21(26-20)27-11-9-23-10-12-27)16-4-3-15(13-17(16)24-19)14-5-7-22-8-6-14/h3-8,13,23-24H,2,9-12H2,1H3
Standard InCHIKey:	HFGHRUCCKVYFKL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4440

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	659
0.1-0.2	6666
0.2-0.3	7081
0.3-0.4	11877
0.4-0.5	2319
0.5-0.6	1363
0.6-0.7	848
0.7-0.8	76
0.8-0.85	1
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	0.8246	NPC314954
Intermediate Similarity	0.7966	NPC30540
Intermediate Similarity	0.7936	NPC19872
Intermediate Similarity	0.7906	NPC469554
Intermediate Similarity	0.7857	NPC123976
Intermediate Similarity	0.7857	NPC167860
Intermediate Similarity	0.783	NPC101543
Intermediate Similarity	0.7748	NPC476138
Intermediate Similarity	0.7748	NPC245816
Intermediate Similarity	0.7709	NPC26679
Intermediate Similarity	0.7598	NPC476287
Intermediate Similarity	0.7586	NPC193267
Intermediate Similarity	0.7586	NPC213530
Intermediate Similarity	0.7578	NPC232727
Intermediate Similarity	0.7577	NPC185782
Intermediate Similarity	0.7573	NPC180504
Intermediate Similarity	0.7535	NPC284678
Intermediate Similarity	0.7478	NPC285558
Intermediate Similarity	0.7477	NPC267928
Intermediate Similarity	0.7455	NPC176538
Intermediate Similarity	0.7382	NPC8022
Intermediate Similarity	0.7382	NPC470799
Intermediate Similarity	0.7379	NPC472068
Intermediate Similarity	0.7359	NPC208284
Intermediate Similarity	0.732	NPC26543
Intermediate Similarity	0.732	NPC472067
Intermediate Similarity	0.732	NPC472031
Intermediate Similarity	0.732	NPC472066
Intermediate Similarity	0.7311	NPC130570
Intermediate Similarity	0.7304	NPC287208
Intermediate Similarity	0.7301	NPC121772
Intermediate Similarity	0.7287	NPC39092
Intermediate Similarity	0.7273	NPC160666
Intermediate Similarity	0.7244	NPC53534
Intermediate Similarity	0.7224	NPC295228
Intermediate Similarity	0.7222	NPC56271
Intermediate Similarity	0.7215	NPC292958
Intermediate Similarity	0.7206	NPC477861
Intermediate Similarity	0.7203	NPC304926
Intermediate Similarity	0.7203	NPC476041
Intermediate Similarity	0.7188	NPC84853
Intermediate Similarity	0.7179	NPC471603
Intermediate Similarity	0.7171	NPC471891
Intermediate Similarity	0.7167	NPC5145
Intermediate Similarity	0.7162	NPC472289
Intermediate Similarity	0.7155	NPC310118
Intermediate Similarity	0.7155	NPC476465
Intermediate Similarity	0.7149	NPC171393
Intermediate Similarity	0.7149	NPC295452
Intermediate Similarity	0.7143	NPC141053
Intermediate Similarity	0.7143	NPC152620
Intermediate Similarity	0.7105	NPC476167
Intermediate Similarity	0.7105	NPC187558
Intermediate Similarity	0.71	NPC475070
Intermediate Similarity	0.71	NPC470500
Intermediate Similarity	0.7098	NPC92111
Intermediate Similarity	0.7091	NPC48938
Intermediate Similarity	0.7089	NPC472027
Intermediate Similarity	0.7089	NPC251936
Intermediate Similarity	0.7078	NPC110151
Intermediate Similarity	0.7078	NPC187145
Intermediate Similarity	0.7074	NPC315957
Intermediate Similarity	0.7067	NPC324149
Intermediate Similarity	0.7061	NPC192315
Intermediate Similarity	0.7061	NPC260434
Intermediate Similarity	0.7054	NPC76748
Intermediate Similarity	0.7048	NPC13880
Intermediate Similarity	0.7046	NPC470549
Intermediate Similarity	0.7034	NPC94157
Intermediate Similarity	0.7028	NPC101350
Intermediate Similarity	0.7017	NPC170114
Intermediate Similarity	0.7017	NPC288349
Intermediate Similarity	0.7016	NPC258048
Intermediate Similarity	0.7012	NPC60621
Intermediate Similarity	0.7009	NPC296527
Intermediate Similarity	0.7004	NPC471080
Intermediate Similarity	0.7004	NPC469592
Remote Similarity	0.6988	NPC235685
Remote Similarity	0.6984	NPC316756
Remote Similarity	0.6983	NPC475774
Remote Similarity	0.6979	NPC174672
Remote Similarity	0.6979	NPC174758
Remote Similarity	0.6967	NPC132631
Remote Similarity	0.6967	NPC103687
Remote Similarity	0.6962	NPC473180
Remote Similarity	0.696	NPC307963
Remote Similarity	0.696	NPC198673
Remote Similarity	0.6955	NPC122436
Remote Similarity	0.6951	NPC115595
Remote Similarity	0.6936	NPC475910
Remote Similarity	0.6933	NPC473757
Remote Similarity	0.6926	NPC329747
Remote Similarity	0.6926	NPC329793
Remote Similarity	0.6923	NPC475253
Remote Similarity	0.6923	NPC74619
Remote Similarity	0.6913	NPC168911
Remote Similarity	0.691	NPC223427
Remote Similarity	0.6907	NPC473181
Remote Similarity	0.6901	NPC132642
Remote Similarity	0.69	NPC251090
Remote Similarity	0.6895	NPC196718
Remote Similarity	0.6891	NPC118940
Remote Similarity	0.689	NPC472434
Remote Similarity	0.6888	NPC469594
Remote Similarity	0.6885	NPC63109
Remote Similarity	0.6878	NPC123839
Remote Similarity	0.6878	NPC199667
Remote Similarity	0.6864	NPC82548
Remote Similarity	0.6862	NPC282247
Remote Similarity	0.6862	NPC162530
Remote Similarity	0.6858	NPC150447
Remote Similarity	0.6855	NPC476451
Remote Similarity	0.684	NPC239954
Remote Similarity	0.684	NPC265576
Remote Similarity	0.6838	NPC148889
Remote Similarity	0.6838	NPC81175
Remote Similarity	0.6837	NPC470203
Remote Similarity	0.6829	NPC227908
Remote Similarity	0.6827	NPC102593
Remote Similarity	0.6814	NPC254762
Remote Similarity	0.681	NPC287437
Remote Similarity	0.681	NPC18487
Remote Similarity	0.6809	NPC165349
Remote Similarity	0.6809	NPC329708
Remote Similarity	0.6809	NPC47059
Remote Similarity	0.6809	NPC118832
Remote Similarity	0.6809	NPC264166
Remote Similarity	0.6809	NPC274291
Remote Similarity	0.6805	NPC148183
Remote Similarity	0.6805	NPC274982
Remote Similarity	0.6805	NPC152768
Remote Similarity	0.6802	NPC473185
Remote Similarity	0.6802	NPC6215
Remote Similarity	0.6793	NPC266249
Remote Similarity	0.6792	NPC234078
Remote Similarity	0.6792	NPC221100
Remote Similarity	0.6791	NPC470204
Remote Similarity	0.679	NPC250178
Remote Similarity	0.6787	NPC280852
Remote Similarity	0.6787	NPC21461
Remote Similarity	0.6784	NPC242928
Remote Similarity	0.6781	NPC249040
Remote Similarity	0.678	NPC472111
Remote Similarity	0.6778	NPC242923
Remote Similarity	0.6776	NPC280272
Remote Similarity	0.6774	NPC471762
Remote Similarity	0.6773	NPC313791
Remote Similarity	0.6773	NPC24802
Remote Similarity	0.6762	NPC472099
Remote Similarity	0.6756	NPC84478
Remote Similarity	0.6753	NPC242209
Remote Similarity	0.6752	NPC267423
Remote Similarity	0.6745	NPC478082
Remote Similarity	0.6745	NPC477067
Remote Similarity	0.6743	NPC472435
Remote Similarity	0.6741	NPC161887
Remote Similarity	0.6737	NPC470505
Remote Similarity	0.6736	NPC113369
Remote Similarity	0.6734	NPC476492
Remote Similarity	0.6734	NPC475258
Remote Similarity	0.6726	NPC15102
Remote Similarity	0.6726	NPC20249
Remote Similarity	0.6722	NPC478074
Remote Similarity	0.6721	NPC17565
Remote Similarity	0.6712	NPC224764
Remote Similarity	0.671	NPC43787
Remote Similarity	0.671	NPC205934
Remote Similarity	0.6708	NPC305984
Remote Similarity	0.6707	NPC66777
Remote Similarity	0.6707	NPC216612
Remote Similarity	0.6706	NPC99891
Remote Similarity	0.6706	NPC182222
Remote Similarity	0.6695	NPC469589
Remote Similarity	0.6695	NPC72211
Remote Similarity	0.6694	NPC86078
Remote Similarity	0.6694	NPC2497
Remote Similarity	0.6694	NPC50511
Remote Similarity	0.6682	NPC164664
Remote Similarity	0.6681	NPC95783
Remote Similarity	0.6681	NPC70259
Remote Similarity	0.6681	NPC166492
Remote Similarity	0.6681	NPC470586
Remote Similarity	0.6681	NPC473362
Remote Similarity	0.668	NPC63971
Remote Similarity	0.668	NPC91868
Remote Similarity	0.668	NPC478081
Remote Similarity	0.668	NPC65277
Remote Similarity	0.6667	NPC107160
Remote Similarity	0.6667	NPC472436
Remote Similarity	0.6667	NPC477110
Remote Similarity	0.6667	NPC470502
Remote Similarity	0.6667	NPC219963
Remote Similarity	0.6667	NPC257851
Remote Similarity	0.6667	NPC474798
Remote Similarity	0.6667	NPC478006
Remote Similarity	0.6667	NPC317054
Remote Similarity	0.6667	NPC471506
Remote Similarity	0.6667	NPC470930
Remote Similarity	0.6667	NPC157931
Remote Similarity	0.6667	NPC11464

Drug Structure

NPD4440 OpenBabel08211705262D 30 34 0 0 0 0 0 0 0 0999 V2000 1.6944 -2.9344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6943 -1.9562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0839 0.9791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2368 1.4681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9039 -0.3864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5333 -1.3823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4789 -1.1776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1083 -2.1736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6944 2.9349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5414 1.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8473 2.4459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6943 0.9786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2369 -0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9311 -0.4887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0839 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3892 0.9790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3893 0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6946 0.9789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6946 0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8471 -0.4891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 0.9788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0811 -2.0713 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5415 2.4457 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5423 -0.4890 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8470 1.4679 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 -0.8472 1.4678 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8472 -1.4672 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3886 2.9347 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5424 -1.4890 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 28 1 0 0 0 0 3 4 2 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 14 2 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 22 2 0 0 0 0 8 22 1 0 0 0 0 9 11 1 0 0 0 0 9 23 1 0 0 0 0 10 12 1 0 0 0 0 10 23 1 0 0 0 0 11 27 1 0 0 0 0 12 27 1 0 0 0 0 13 15 2 0 0 0 0 13 17 1 0 0 0 0 14 15 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 17 24 1 0 0 0 0 18 19 2 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 24 1 0 0 0 0 20 26 2 0 0 0 0 20 28 1 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 21 27 1 0 0 0 0 23 29 1 0 0 0 0 24 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018042
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24990553
ChEBI
CAS Number

Drug Properties

Molecular Weight	374.19
ALogP	-0.5826
MLogP	3
XLogP	2.47
HDA	6
HBD	2
Rotatable Bonds	5
TPSA	78.96
RO5 Violation	0