NPASS drugs

Drug Information

Drug ID:	NPD1334
Drug Name:
Molecular Formula:	C14H17N5O2
Canonical SMILES:	NCCCOc1ccccc1N=C(Nc1cnccn1)O
Standard InCHI:	InChI=1S/C14H17N5O2/c15-6-3-9-21-12-5-2-1-4-11(12)18-14(20)19-13-10-16-7-8-17-13/h1-2,4-5,7-8,10H,3,6,9,15H2,(H2,17,18,19,20)
Standard InCHIKey:	UVSSZSQSZGKMAL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1334

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	379
0.1-0.2	8195
0.2-0.3	5270
0.3-0.4	11106
0.4-0.5	4593
0.5-0.6	1211
0.6-0.7	132
0.7-0.8	4
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	0.7143	NPC161887
Intermediate Similarity	0.7053	NPC219963
Intermediate Similarity	0.7043	NPC121658
Intermediate Similarity	0.7043	NPC14651
Remote Similarity	0.6989	NPC476518
Remote Similarity	0.6963	NPC266551
Remote Similarity	0.6943	NPC20249
Remote Similarity	0.6869	NPC226202
Remote Similarity	0.6825	NPC111624
Remote Similarity	0.6788	NPC118776
Remote Similarity	0.6751	NPC110741
Remote Similarity	0.6749	NPC19872
Remote Similarity	0.6746	NPC242923
Remote Similarity	0.67	NPC187558
Remote Similarity	0.67	NPC84853
Remote Similarity	0.6682	NPC160666
Remote Similarity	0.665	NPC476138
Remote Similarity	0.665	NPC245816
Remote Similarity	0.6619	NPC113369
Remote Similarity	0.6616	NPC74382
Remote Similarity	0.6616	NPC206251
Remote Similarity	0.6604	NPC476287
Remote Similarity	0.6601	NPC267928
Remote Similarity	0.6585	NPC315957
Remote Similarity	0.6579	NPC1527
Remote Similarity	0.6578	NPC25899
Remote Similarity	0.6557	NPC26679
Remote Similarity	0.6549	NPC471614
Remote Similarity	0.6543	NPC48192
Remote Similarity	0.6535	NPC316756
Remote Similarity	0.6528	NPC308906
Remote Similarity	0.6509	NPC315632
Remote Similarity	0.6505	NPC315257
Remote Similarity	0.6493	NPC185782
Remote Similarity	0.6479	NPC471603
Remote Similarity	0.6473	NPC232727
Remote Similarity	0.6465	NPC8022
Remote Similarity	0.6465	NPC470799
Remote Similarity	0.6465	NPC288349
Remote Similarity	0.6432	NPC30540
Remote Similarity	0.6425	NPC176538
Remote Similarity	0.6419	NPC50511
Remote Similarity	0.6418	NPC224327
Remote Similarity	0.6413	NPC115595
Remote Similarity	0.6406	NPC197141
Remote Similarity	0.6386	NPC134079
Remote Similarity	0.6376	NPC250178
Remote Similarity	0.6373	NPC307963
Remote Similarity	0.6368	NPC177404
Remote Similarity	0.6356	NPC469554
Remote Similarity	0.6316	NPC285635
Remote Similarity	0.6298	NPC56271
Remote Similarity	0.6291	NPC287208
Remote Similarity	0.6291	NPC476465
Remote Similarity	0.6286	NPC473987
Remote Similarity	0.6283	NPC101543
Remote Similarity	0.6277	NPC120070
Remote Similarity	0.6274	NPC471736
Remote Similarity	0.6268	NPC121772
Remote Similarity	0.625	NPC477796
Remote Similarity	0.625	NPC477805
Remote Similarity	0.625	NPC187145
Remote Similarity	0.625	NPC477806
Remote Similarity	0.625	NPC477795
Remote Similarity	0.6244	NPC310118
Remote Similarity	0.6233	NPC167860
Remote Similarity	0.6233	NPC123976
Remote Similarity	0.6232	NPC251090
Remote Similarity	0.6227	NPC193267
Remote Similarity	0.6227	NPC213530
Remote Similarity	0.6225	NPC76748
Remote Similarity	0.6222	NPC314954
Remote Similarity	0.6221	NPC162530
Remote Similarity	0.6219	NPC284678
Remote Similarity	0.6216	NPC220523
Remote Similarity	0.6215	NPC208022
Remote Similarity	0.6215	NPC308392
Remote Similarity	0.6195	NPC92111
Remote Similarity	0.6184	NPC280638
Remote Similarity	0.618	NPC297584
Remote Similarity	0.6179	NPC475774
Remote Similarity	0.6178	NPC110151
Remote Similarity	0.6176	NPC296527
Remote Similarity	0.6173	NPC258773
Remote Similarity	0.6172	NPC192315
Remote Similarity	0.6171	NPC60621
Remote Similarity	0.6171	NPC17305
Remote Similarity	0.6165	NPC324149
Remote Similarity	0.6154	NPC292958
Remote Similarity	0.615	NPC470500
Remote Similarity	0.6143	NPC476167
Remote Similarity	0.6141	NPC150447
Remote Similarity	0.6136	NPC12100
Remote Similarity	0.6135	NPC289786
Remote Similarity	0.6118	NPC472067
Remote Similarity	0.6118	NPC472031
Remote Similarity	0.6118	NPC472066
Remote Similarity	0.6116	NPC130570
Remote Similarity	0.6114	NPC79911
Remote Similarity	0.6098	NPC472289
Remote Similarity	0.6096	NPC21461
Remote Similarity	0.6085	NPC469975
Remote Similarity	0.6085	NPC470586
Remote Similarity	0.6083	NPC5145
Remote Similarity	0.6082	NPC118511
Remote Similarity	0.6077	NPC13880
Remote Similarity	0.6075	NPC264166
Remote Similarity	0.6075	NPC47059
Remote Similarity	0.6075	NPC118832
Remote Similarity	0.6075	NPC165349
Remote Similarity	0.6075	NPC274291
Remote Similarity	0.6075	NPC285558
Remote Similarity	0.6075	NPC329708
Remote Similarity	0.6068	NPC295452
Remote Similarity	0.6068	NPC171393
Remote Similarity	0.6066	NPC18487
Remote Similarity	0.6062	NPC120798
Remote Similarity	0.6053	NPC26872
Remote Similarity	0.6051	NPC471178
Remote Similarity	0.605	NPC283152
Remote Similarity	0.6048	NPC264782
Remote Similarity	0.6044	NPC476475
Remote Similarity	0.6041	NPC314940
Remote Similarity	0.6041	NPC164664
Remote Similarity	0.6041	NPC473764
Remote Similarity	0.6037	NPC174672
Remote Similarity	0.6037	NPC174758
Remote Similarity	0.6034	NPC472068
Remote Similarity	0.6031	NPC471177
Remote Similarity	0.6031	NPC124542
Remote Similarity	0.6031	NPC59779
Remote Similarity	0.601	NPC48938
Remote Similarity	0.6009	NPC168209
Remote Similarity	0.6009	NPC17565
Remote Similarity	0.6	NPC242209
Remote Similarity	0.6	NPC473053
Remote Similarity	0.5991	NPC82548
Remote Similarity	0.599	NPC222592
Remote Similarity	0.599	NPC168486
Remote Similarity	0.5979	NPC322976
Remote Similarity	0.5979	NPC63338
Remote Similarity	0.5979	NPC324203
Remote Similarity	0.5974	NPC180504
Remote Similarity	0.5973	NPC122436
Remote Similarity	0.5965	NPC107160
Remote Similarity	0.5961	NPC470474
Remote Similarity	0.5957	NPC260434
Remote Similarity	0.5951	NPC42591
Remote Similarity	0.5949	NPC472434
Remote Similarity	0.5947	NPC125597
Remote Similarity	0.5946	NPC177996
Remote Similarity	0.5946	NPC147983
Remote Similarity	0.5944	NPC174421
Remote Similarity	0.5943	NPC239954
Remote Similarity	0.5941	NPC42979
Remote Similarity	0.5936	NPC471323
Remote Similarity	0.5933	NPC133140
Remote Similarity	0.5933	NPC195268
Remote Similarity	0.5932	NPC39092
Remote Similarity	0.5929	NPC175150
Remote Similarity	0.5929	NPC243633
Remote Similarity	0.5928	NPC266931
Remote Similarity	0.592	NPC224764
Remote Similarity	0.5918	NPC263439
Remote Similarity	0.5914	NPC168750
Remote Similarity	0.5907	NPC316224
Remote Similarity	0.5905	NPC198673
Remote Similarity	0.5904	NPC473769
Remote Similarity	0.5903	NPC65277
Remote Similarity	0.5902	NPC258048
Remote Similarity	0.59	NPC471891
Remote Similarity	0.5896	NPC224928
Remote Similarity	0.5895	NPC257851
Remote Similarity	0.5895	NPC282531
Remote Similarity	0.5893	NPC173080
Remote Similarity	0.5885	NPC36168
Remote Similarity	0.5882	NPC144114
Remote Similarity	0.5882	NPC316981
Remote Similarity	0.588	NPC223427
Remote Similarity	0.5876	NPC151489
Remote Similarity	0.5876	NPC26850
Remote Similarity	0.5874	NPC170114
Remote Similarity	0.5874	NPC274982
Remote Similarity	0.5871	NPC95898
Remote Similarity	0.5871	NPC317054
Remote Similarity	0.5865	NPC230805
Remote Similarity	0.586	NPC318935
Remote Similarity	0.5856	NPC469592
Remote Similarity	0.5856	NPC471080
Remote Similarity	0.5855	NPC295228
Remote Similarity	0.5853	NPC475070
Remote Similarity	0.5851	NPC473874
Remote Similarity	0.5851	NPC26543
Remote Similarity	0.585	NPC476688
Remote Similarity	0.585	NPC105758
Remote Similarity	0.585	NPC252590
Remote Similarity	0.585	NPC476686
Remote Similarity	0.5842	NPC288943
Remote Similarity	0.5838	NPC473057
Remote Similarity	0.5837	NPC141053

Drug Structure

NPD1334 OpenBabel08211700192D 25 26 0 0 0 0 0 0 0 0999 V2000 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 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 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 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 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 3 9 1 0 0 0 0 4 11 2 0 0 0 0 5 12 2 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 16 2 0 0 0 0 8 17 2 0 0 0 0 9 21 1 0 0 0 0 10 13 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 18 1 0 0 0 0 12 21 1 0 0 0 0 13 17 1 0 0 0 0 13 19 1 0 0 0 0 14 18 2 3 0 0 0 14 19 1 0 0 0 0 14 20 1 0 0 0 0 15 22 1 0 0 0 0 15 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000017
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10016910
ChEBI
CAS Number

Drug Properties

Molecular Weight	287.14
ALogP	-1.2433
MLogP	2.23
XLogP	1.709
HDA	6
HBD	3
Rotatable Bonds	9
TPSA	105.65
RO5 Violation	0