NPASS drugs

Drug Information

Drug ID:	NPD3590
Drug Name:
Molecular Formula:	C19H25N5O3
Canonical SMILES:	CCCCn1c(Cc2cc(OC)c(c(c2)OC)OC)nc2c1ncnc2N
Standard InCHI:	InChI=1S/C19H25N5O3/c1-5-6-7-24-15(23-16-18(20)21-11-22-19(16)24)10-12-8-13(25-2)17(27-4)14(9-12)26-3/h8-9,11H,5-7,10H2,1-4H3,(H2,20,21,22)
Standard InCHIKey:	TUOSCZDRWRYPRS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3590

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	514
0.1-0.2	3705
0.2-0.3	9250
0.3-0.4	4580
0.4-0.5	9814
0.5-0.6	2670
0.6-0.7	330
0.7-0.8	26
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	0.8387	NPC160666
Intermediate Similarity	0.7926	NPC136924
Intermediate Similarity	0.7926	NPC308906
Intermediate Similarity	0.7909	NPC35761
Intermediate Similarity	0.7844	NPC250178
Intermediate Similarity	0.7818	NPC46970
Intermediate Similarity	0.7803	NPC237978
Intermediate Similarity	0.7689	NPC115595
Intermediate Similarity	0.7617	NPC472031
Intermediate Similarity	0.7617	NPC472067
Intermediate Similarity	0.7617	NPC472066
Intermediate Similarity	0.7534	NPC17305
Intermediate Similarity	0.7477	NPC467439
Intermediate Similarity	0.7443	NPC242923
Intermediate Similarity	0.7432	NPC12100
Intermediate Similarity	0.7404	NPC477796
Intermediate Similarity	0.7404	NPC477805
Intermediate Similarity	0.7404	NPC477806
Intermediate Similarity	0.7404	NPC477795
Intermediate Similarity	0.7384	NPC472068
Intermediate Similarity	0.7308	NPC30540
Intermediate Similarity	0.715	NPC280638
Intermediate Similarity	0.7149	NPC56271
Intermediate Similarity	0.7098	NPC471603
Intermediate Similarity	0.7018	NPC476578
Intermediate Similarity	0.7018	NPC4071
Intermediate Similarity	0.7018	NPC476582
Remote Similarity	0.6972	NPC127085
Remote Similarity	0.6951	NPC313189
Remote Similarity	0.6947	NPC26679
Remote Similarity	0.694	NPC130570
Remote Similarity	0.6909	NPC176538
Remote Similarity	0.6909	NPC477019
Remote Similarity	0.6908	NPC150447
Remote Similarity	0.6898	NPC195268
Remote Similarity	0.6898	NPC133140
Remote Similarity	0.6898	NPC51854
Remote Similarity	0.6889	NPC185782
Remote Similarity	0.6883	NPC174049
Remote Similarity	0.6878	NPC31930
Remote Similarity	0.6878	NPC232727
Remote Similarity	0.6862	NPC295228
Remote Similarity	0.6861	NPC476581
Remote Similarity	0.6861	NPC16452
Remote Similarity	0.6861	NPC36229
Remote Similarity	0.6857	NPC9729
Remote Similarity	0.6835	NPC21461
Remote Similarity	0.6822	NPC476997
Remote Similarity	0.6822	NPC476994
Remote Similarity	0.681	NPC54066
Remote Similarity	0.68	NPC135549
Remote Similarity	0.6798	NPC53069
Remote Similarity	0.6798	NPC202768
Remote Similarity	0.6798	NPC296482
Remote Similarity	0.6794	NPC312872
Remote Similarity	0.6793	NPC476998
Remote Similarity	0.6793	NPC476996
Remote Similarity	0.678	NPC187145
Remote Similarity	0.677	NPC82548
Remote Similarity	0.6769	NPC266931
Remote Similarity	0.6765	NPC476999
Remote Similarity	0.6757	NPC234197
Remote Similarity	0.6741	NPC245816
Remote Similarity	0.6741	NPC476138
Remote Similarity	0.674	NPC174758
Remote Similarity	0.6724	NPC473822
Remote Similarity	0.6711	NPC167860
Remote Similarity	0.6711	NPC290689
Remote Similarity	0.6711	NPC210256
Remote Similarity	0.6711	NPC113369
Remote Similarity	0.6711	NPC123976
Remote Similarity	0.671	NPC470799
Remote Similarity	0.671	NPC8022
Remote Similarity	0.6697	NPC224928
Remote Similarity	0.6696	NPC271215
Remote Similarity	0.6696	NPC149471
Remote Similarity	0.6682	NPC472289
Remote Similarity	0.6681	NPC122463
Remote Similarity	0.6681	NPC261388
Remote Similarity	0.668	NPC217554
Remote Similarity	0.6667	NPC223427
Remote Similarity	0.6667	NPC204385
Remote Similarity	0.6667	NPC50511
Remote Similarity	0.6653	NPC39092
Remote Similarity	0.6652	NPC112206
Remote Similarity	0.6652	NPC171409
Remote Similarity	0.6652	NPC202605
Remote Similarity	0.6652	NPC96405
Remote Similarity	0.6639	NPC107160
Remote Similarity	0.6637	NPC287437
Remote Similarity	0.6636	NPC206201
Remote Similarity	0.6626	NPC476995
Remote Similarity	0.6625	NPC201508
Remote Similarity	0.6623	NPC162530
Remote Similarity	0.6623	NPC476465
Remote Similarity	0.661	NPC280272
Remote Similarity	0.6608	NPC472111
Remote Similarity	0.6599	NPC284141
Remote Similarity	0.6598	NPC469554
Remote Similarity	0.6598	NPC11408
Remote Similarity	0.6581	NPC23614
Remote Similarity	0.6581	NPC100079
Remote Similarity	0.658	NPC316981
Remote Similarity	0.657	NPC255800
Remote Similarity	0.657	NPC96584
Remote Similarity	0.6568	NPC310118
Remote Similarity	0.6567	NPC274982
Remote Similarity	0.6565	NPC188420
Remote Similarity	0.6564	NPC285558
Remote Similarity	0.6558	NPC144114
Remote Similarity	0.6557	NPC317054
Remote Similarity	0.6553	NPC213530
Remote Similarity	0.6553	NPC193267
Remote Similarity	0.6549	NPC66815
Remote Similarity	0.6547	NPC267928
Remote Similarity	0.6545	NPC92111
Remote Similarity	0.6535	NPC470164
Remote Similarity	0.6535	NPC323345
Remote Similarity	0.6533	NPC19872
Remote Similarity	0.6533	NPC315957
Remote Similarity	0.6529	NPC101543
Remote Similarity	0.6522	NPC174672
Remote Similarity	0.652	NPC475774
Remote Similarity	0.6518	NPC295452
Remote Similarity	0.6518	NPC171393
Remote Similarity	0.6512	NPC473585
Remote Similarity	0.6509	NPC251160
Remote Similarity	0.6504	NPC471614
Remote Similarity	0.65	NPC110151
Remote Similarity	0.65	NPC76748
Remote Similarity	0.6486	NPC307963
Remote Similarity	0.6483	NPC46451
Remote Similarity	0.6481	NPC476287
Remote Similarity	0.6478	NPC99891
Remote Similarity	0.6475	NPC223223
Remote Similarity	0.6473	NPC315822
Remote Similarity	0.6473	NPC314954
Remote Similarity	0.6468	NPC473513
Remote Similarity	0.646	NPC121772
Remote Similarity	0.6455	NPC296527
Remote Similarity	0.6453	NPC235076
Remote Similarity	0.6441	NPC173080
Remote Similarity	0.6441	NPC79213
Remote Similarity	0.6429	NPC60621
Remote Similarity	0.6429	NPC247251
Remote Similarity	0.6426	NPC316756
Remote Similarity	0.6422	NPC219664
Remote Similarity	0.6419	NPC475070
Remote Similarity	0.6408	NPC158055
Remote Similarity	0.6407	NPC287208
Remote Similarity	0.6395	NPC208284
Remote Similarity	0.639	NPC13397
Remote Similarity	0.639	NPC103687
Remote Similarity	0.639	NPC132631
Remote Similarity	0.6388	NPC329793
Remote Similarity	0.6388	NPC329747
Remote Similarity	0.6381	NPC284685
Remote Similarity	0.638	NPC230805
Remote Similarity	0.6379	NPC469589
Remote Similarity	0.6376	NPC103388
Remote Similarity	0.6375	NPC122436
Remote Similarity	0.6371	NPC204446
Remote Similarity	0.6368	NPC203168
Remote Similarity	0.6364	NPC26543
Remote Similarity	0.6364	NPC61350
Remote Similarity	0.6364	NPC157931
Remote Similarity	0.6357	NPC191489
Remote Similarity	0.635	NPC473639
Remote Similarity	0.6341	NPC208898
Remote Similarity	0.6341	NPC90875
Remote Similarity	0.634	NPC236668
Remote Similarity	0.6339	NPC226202
Remote Similarity	0.6338	NPC476518
Remote Similarity	0.6338	NPC164664
Remote Similarity	0.6337	NPC471762
Remote Similarity	0.6332	NPC199277
Remote Similarity	0.6332	NPC215837
Remote Similarity	0.6332	NPC135887
Remote Similarity	0.633	NPC477891
Remote Similarity	0.6328	NPC303374
Remote Similarity	0.6327	NPC233334
Remote Similarity	0.6323	NPC469390
Remote Similarity	0.6322	NPC2497
Remote Similarity	0.6318	NPC265111
Remote Similarity	0.6318	NPC20249
Remote Similarity	0.6314	NPC146976
Remote Similarity	0.6311	NPC469792
Remote Similarity	0.6308	NPC105758
Remote Similarity	0.6308	NPC476686
Remote Similarity	0.6308	NPC476688
Remote Similarity	0.6308	NPC14651
Remote Similarity	0.6308	NPC121658
Remote Similarity	0.6304	NPC469440
Remote Similarity	0.6303	NPC469594
Remote Similarity	0.6301	NPC176127
Remote Similarity	0.6291	NPC278874
Remote Similarity	0.6287	NPC170114
Remote Similarity	0.6283	NPC194967
Remote Similarity	0.6283	NPC251090
Remote Similarity	0.6279	NPC208060

Drug Structure

NPD3590 OpenBabel08211703112D 29 31 0 0 0 0 0 0 0 0999 V2000 -0.6237 2.9344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3669 2.2653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1590 1.2872 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 2.6456 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -2.4752 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 -0.1691 -3.3412 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 -2.4752 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 -0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 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 3.5116 -2.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 0.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -1.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -4.2072 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8309 -3.3412 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 27 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 24 1 0 0 0 0 8 12 2 0 0 0 0 8 13 1 0 0 0 0 9 12 1 0 0 0 0 9 14 2 0 0 0 0 10 12 1 0 0 0 0 10 15 1 0 0 0 0 11 21 2 0 0 0 0 11 22 1 0 0 0 0 13 17 2 0 0 0 0 13 25 1 0 0 0 0 14 17 1 0 0 0 0 14 26 1 0 0 0 0 15 23 2 0 0 0 0 15 24 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 16 23 1 0 0 0 0 17 27 1 0 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 19 22 2 0 0 0 0 19 24 1 0 0 0 0 20 28 1 0 0 0 0 20 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC002361
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	448965
ChEBI
CAS Number

Drug Properties

Molecular Weight	371.20
ALogP	-1.3428
MLogP	2.67
XLogP	2.335
HDA	5
HBD	1
Rotatable Bonds	13
TPSA	97.31
RO5 Violation	0