NPASS drugs

Drug Information

Drug ID:	NPD2525
Drug Name:
Molecular Formula:	C17H20N4O
Canonical SMILES:	CC[N+](=c1ccc2c(c1)oc1c(n2)c(N)cc(c1C)N)CC
Standard InCHI:	InChI=1S/C17H20N4O/c1-4-21(5-2)11-6-7-14-15(8-11)22-17-10(3)12(18)9-13(19)16(17)20-14/h6-9H,4-5H2,1-3H3,(H3,18,19)/p+1
Standard InCHIKey:	AORLNDYYKJDWQR-UHFFFAOYSA-O
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2525

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	391
0.1-0.2	3453
0.2-0.3	9321
0.3-0.4	6107
0.4-0.5	9470
0.5-0.6	1999
0.6-0.7	148
0.7-0.8	1
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	0.7041	NPC111492
Remote Similarity	0.6919	NPC473432
Remote Similarity	0.6868	NPC314861
Remote Similarity	0.6867	NPC208022
Remote Similarity	0.6833	NPC231862
Remote Similarity	0.6726	NPC297584
Remote Similarity	0.6703	NPC57105
Remote Similarity	0.67	NPC214368
Remote Similarity	0.67	NPC470586
Remote Similarity	0.6683	NPC473422
Remote Similarity	0.6632	NPC70092
Remote Similarity	0.6595	NPC127362
Remote Similarity	0.6588	NPC17565
Remote Similarity	0.658	NPC313886
Remote Similarity	0.6566	NPC205934
Remote Similarity	0.6566	NPC43787
Remote Similarity	0.6555	NPC316297
Remote Similarity	0.6555	NPC66191
Remote Similarity	0.6555	NPC314817
Remote Similarity	0.6533	NPC70259
Remote Similarity	0.651	NPC118776
Remote Similarity	0.6474	NPC168153
Remote Similarity	0.6468	NPC72211
Remote Similarity	0.6465	NPC65277
Remote Similarity	0.644	NPC315631
Remote Similarity	0.6439	NPC470930
Remote Similarity	0.6438	NPC475253
Remote Similarity	0.6414	NPC22476
Remote Similarity	0.6404	NPC315957
Remote Similarity	0.639	NPC473460
Remote Similarity	0.6387	NPC8467
Remote Similarity	0.6386	NPC315632
Remote Similarity	0.6368	NPC108847
Remote Similarity	0.6364	NPC204179
Remote Similarity	0.6359	NPC84478
Remote Similarity	0.6354	NPC40209
Remote Similarity	0.6351	NPC162530
Remote Similarity	0.6341	NPC291535
Remote Similarity	0.6341	NPC475085
Remote Similarity	0.6341	NPC475112
Remote Similarity	0.6332	NPC28510
Remote Similarity	0.633	NPC19555
Remote Similarity	0.6324	NPC329747
Remote Similarity	0.6319	NPC219383
Remote Similarity	0.6316	NPC201697
Remote Similarity	0.6313	NPC110741
Remote Similarity	0.6311	NPC162484
Remote Similarity	0.6307	NPC314113
Remote Similarity	0.6295	NPC472061
Remote Similarity	0.6293	NPC476044
Remote Similarity	0.6293	NPC267423
Remote Similarity	0.6263	NPC469830
Remote Similarity	0.6262	NPC52801
Remote Similarity	0.6256	NPC314948
Remote Similarity	0.6256	NPC478049
Remote Similarity	0.6256	NPC471532
Remote Similarity	0.625	NPC476106
Remote Similarity	0.6244	NPC121772
Remote Similarity	0.6238	NPC209769
Remote Similarity	0.6237	NPC291359
Remote Similarity	0.6227	NPC187145
Remote Similarity	0.6227	NPC473185
Remote Similarity	0.6226	NPC226914
Remote Similarity	0.6226	NPC48353
Remote Similarity	0.6216	NPC10875
Remote Similarity	0.6216	NPC10730
Remote Similarity	0.6211	NPC1527
Remote Similarity	0.6209	NPC476651
Remote Similarity	0.6207	NPC194967
Remote Similarity	0.6198	NPC225381
Remote Similarity	0.6195	NPC30540
Remote Similarity	0.6186	NPC127082
Remote Similarity	0.6178	NPC477888
Remote Similarity	0.6165	NPC11017
Remote Similarity	0.6163	NPC473987
Remote Similarity	0.6162	NPC473007
Remote Similarity	0.6161	NPC475133
Remote Similarity	0.615	NPC94157
Remote Similarity	0.615	NPC473180
Remote Similarity	0.615	NPC242928
Remote Similarity	0.615	NPC301163
Remote Similarity	0.6149	NPC184437
Remote Similarity	0.6146	NPC310894
Remote Similarity	0.6142	NPC98197
Remote Similarity	0.6141	NPC184161
Remote Similarity	0.6138	NPC118511
Remote Similarity	0.6134	NPC288943
Remote Similarity	0.6131	NPC314573
Remote Similarity	0.6129	NPC473179
Remote Similarity	0.6127	NPC303214
Remote Similarity	0.6127	NPC313466
Remote Similarity	0.6124	NPC285558
Remote Similarity	0.6117	NPC306366
Remote Similarity	0.6114	NPC475910
Remote Similarity	0.6111	NPC473513
Remote Similarity	0.6111	NPC469829
Remote Similarity	0.6109	NPC227908
Remote Similarity	0.6108	NPC26872
Remote Similarity	0.6105	NPC299582
Remote Similarity	0.6103	NPC283152
Remote Similarity	0.6103	NPC285941
Remote Similarity	0.6101	NPC477533
Remote Similarity	0.6098	NPC243834
Remote Similarity	0.6098	NPC70956
Remote Similarity	0.6096	NPC26850
Remote Similarity	0.6091	NPC116096
Remote Similarity	0.6085	NPC473181
Remote Similarity	0.6083	NPC173080
Remote Similarity	0.6071	NPC316161
Remote Similarity	0.6065	NPC471531
Remote Similarity	0.6062	NPC473184
Remote Similarity	0.6061	NPC176127
Remote Similarity	0.6059	NPC325013
Remote Similarity	0.6059	NPC79213
Remote Similarity	0.6058	NPC472330
Remote Similarity	0.6058	NPC472329
Remote Similarity	0.6058	NPC232600
Remote Similarity	0.6056	NPC199667
Remote Similarity	0.6049	NPC13880
Remote Similarity	0.6048	NPC475147
Remote Similarity	0.6048	NPC87714
Remote Similarity	0.6043	NPC315257
Remote Similarity	0.604	NPC474059
Remote Similarity	0.604	NPC473008
Remote Similarity	0.6038	NPC329567
Remote Similarity	0.6038	NPC205926
Remote Similarity	0.6038	NPC330683
Remote Similarity	0.6034	NPC212850
Remote Similarity	0.6034	NPC83289
Remote Similarity	0.6034	NPC189724
Remote Similarity	0.6031	NPC73280
Remote Similarity	0.6029	NPC295898
Remote Similarity	0.6027	NPC86078
Remote Similarity	0.6023	NPC29650
Remote Similarity	0.6019	NPC472191
Remote Similarity	0.6019	NPC272706
Remote Similarity	0.6011	NPC469428
Remote Similarity	0.601	NPC19872
Remote Similarity	0.601	NPC28368
Remote Similarity	0.601	NPC257354
Remote Similarity	0.601	NPC329793
Remote Similarity	0.601	NPC203628
Remote Similarity	0.6009	NPC473183
Remote Similarity	0.6009	NPC174672
Remote Similarity	0.6009	NPC471561
Remote Similarity	0.6	NPC245816
Remote Similarity	0.6	NPC476138
Remote Similarity	0.6	NPC42591
Remote Similarity	0.6	NPC131017
Remote Similarity	0.5991	NPC193777
Remote Similarity	0.5991	NPC148183
Remote Similarity	0.5991	NPC152768
Remote Similarity	0.599	NPC287152
Remote Similarity	0.599	NPC217294
Remote Similarity	0.5989	NPC138365
Remote Similarity	0.5989	NPC247298
Remote Similarity	0.5981	NPC232727
Remote Similarity	0.5977	NPC231382
Remote Similarity	0.5972	NPC478074
Remote Similarity	0.5972	NPC476287
Remote Similarity	0.5972	NPC469592
Remote Similarity	0.5972	NPC471080
Remote Similarity	0.5971	NPC470023
Remote Similarity	0.5962	NPC470931
Remote Similarity	0.5961	NPC174629
Remote Similarity	0.5955	NPC128115
Remote Similarity	0.5955	NPC166667
Remote Similarity	0.5955	NPC132642
Remote Similarity	0.5947	NPC473182
Remote Similarity	0.5943	NPC476687
Remote Similarity	0.5943	NPC476689
Remote Similarity	0.5943	NPC476685
Remote Similarity	0.5942	NPC470021
Remote Similarity	0.5942	NPC161804
Remote Similarity	0.5938	NPC70172
Remote Similarity	0.5936	NPC303658
Remote Similarity	0.5931	NPC475411
Remote Similarity	0.5931	NPC1820
Remote Similarity	0.593	NPC476249
Remote Similarity	0.593	NPC190461
Remote Similarity	0.593	NPC250476
Remote Similarity	0.5928	NPC477532
Remote Similarity	0.5926	NPC26679
Remote Similarity	0.5924	NPC245974
Remote Similarity	0.5922	NPC319645
Remote Similarity	0.5919	NPC115588
Remote Similarity	0.5916	NPC191863
Remote Similarity	0.5916	NPC177404
Remote Similarity	0.5916	NPC72291
Remote Similarity	0.5916	NPC289776
Remote Similarity	0.5916	NPC133470
Remote Similarity	0.5913	NPC100863
Remote Similarity	0.5911	NPC314954
Remote Similarity	0.5911	NPC252251
Remote Similarity	0.5909	NPC274732
Remote Similarity	0.5907	NPC167860
Remote Similarity	0.5907	NPC123976
Remote Similarity	0.5904	NPC258992
Remote Similarity	0.5902	NPC204970
Remote Similarity	0.59	NPC469831

Drug Structure

NPD2525 OpenBabel08211702172D 26 28 0 0 0 0 0 0 0 0999 V2000 -4.3301 1.5000 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 1.7321 -1.0000 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 -3.4641 -1.0000 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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 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 1.7321 -0.0000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 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 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 N 0 3 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 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 10 1 0 0 0 0 4 21 1 0 0 0 0 5 21 1 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 14 1 0 0 0 0 8 11 1 0 0 0 0 8 15 2 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 12 1 0 0 0 0 10 17 2 0 0 0 0 11 21 2 0 0 0 0 12 18 1 0 0 0 0 13 16 2 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 20 2 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 19 26 1 0 0 0 0 M CHG 1 21 1 M END $$$$

External Identifiers

TTD	DNCL001846
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	21156139
ChEBI
CAS Number

Drug Properties

Molecular Weight	297.17
ALogP	-2.3762
MLogP	2.78
XLogP	1.317
HDA	3
HBD	2
Rotatable Bonds	7
TPSA	76.64
RO5 Violation	0