NPASS drugs

Drug Information

Drug ID:	NPD3106
Drug Name:
Molecular Formula:	C18H25N5O4
Canonical SMILES:	COC(C(=O)N1CCN(CC1)c1[nH]c(=N)c2c(n1)cc(c(c2)OC)OC)C
Standard InCHI:	InChI=1S/C18H25N5O4/c1-11(25-2)17(24)22-5-7-23(8-6-22)18-20-13-10-15(27-4)14(26-3)9-12(13)16(19)21-18/h9-11H,5-8H2,1-4H3,(H2,19,20,21)
Standard InCHIKey:	YEOTYALSMRNXLJ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3106

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	282
0.1-0.2	2764
0.2-0.3	9728
0.3-0.4	4590
0.4-0.5	10557
0.5-0.6	2478
0.6-0.7	487
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	0.7512	NPC473460
Intermediate Similarity	0.7282	NPC127178
Intermediate Similarity	0.717	NPC471561
Intermediate Similarity	0.7143	NPC473422
Remote Similarity	0.6968	NPC46259
Remote Similarity	0.6962	NPC303374
Remote Similarity	0.6916	NPC16249
Remote Similarity	0.69	NPC181905
Remote Similarity	0.69	NPC287152
Remote Similarity	0.69	NPC291173
Remote Similarity	0.6875	NPC198401
Remote Similarity	0.6864	NPC195636
Remote Similarity	0.6842	NPC13397
Remote Similarity	0.6835	NPC159815
Remote Similarity	0.6835	NPC56271
Remote Similarity	0.6822	NPC475147
Remote Similarity	0.681	NPC272706
Remote Similarity	0.6789	NPC471532
Remote Similarity	0.6787	NPC126556
Remote Similarity	0.6779	NPC79213
Remote Similarity	0.6771	NPC476580
Remote Similarity	0.6771	NPC476069
Remote Similarity	0.6758	NPC10732
Remote Similarity	0.6753	NPC57512
Remote Similarity	0.6732	NPC473007
Remote Similarity	0.673	NPC161804
Remote Similarity	0.6727	NPC162530
Remote Similarity	0.6724	NPC184680
Remote Similarity	0.6719	NPC476568
Remote Similarity	0.6712	NPC313327
Remote Similarity	0.6712	NPC82541
Remote Similarity	0.6711	NPC471762
Remote Similarity	0.6699	NPC204970
Remote Similarity	0.6697	NPC475133
Remote Similarity	0.6695	NPC470785
Remote Similarity	0.6683	NPC174629
Remote Similarity	0.6683	NPC473008
Remote Similarity	0.6683	NPC473569
Remote Similarity	0.6667	NPC269449
Remote Similarity	0.6667	NPC157931
Remote Similarity	0.6652	NPC231924
Remote Similarity	0.6652	NPC19175
Remote Similarity	0.665	NPC471604
Remote Similarity	0.6638	NPC66777
Remote Similarity	0.6637	NPC250960
Remote Similarity	0.6637	NPC71539
Remote Similarity	0.6635	NPC477186
Remote Similarity	0.6623	NPC266994
Remote Similarity	0.6622	NPC318525
Remote Similarity	0.6622	NPC10653
Remote Similarity	0.662	NPC100863
Remote Similarity	0.6608	NPC65277
Remote Similarity	0.6607	NPC77777
Remote Similarity	0.6606	NPC119722
Remote Similarity	0.6601	NPC4669
Remote Similarity	0.6599	NPC216816
Remote Similarity	0.6592	NPC471531
Remote Similarity	0.6569	NPC472068
Remote Similarity	0.6567	NPC310894
Remote Similarity	0.6565	NPC74216
Remote Similarity	0.656	NPC261388
Remote Similarity	0.6558	NPC25897
Remote Similarity	0.6557	NPC230313
Remote Similarity	0.6553	NPC470784
Remote Similarity	0.6549	NPC128115
Remote Similarity	0.654	NPC473004
Remote Similarity	0.652	NPC128476
Remote Similarity	0.6515	NPC472066
Remote Similarity	0.6515	NPC472031
Remote Similarity	0.6515	NPC472067
Remote Similarity	0.6514	NPC163829
Remote Similarity	0.6504	NPC219397
Remote Similarity	0.6498	NPC311357
Remote Similarity	0.6491	NPC148124
Remote Similarity	0.649	NPC102760
Remote Similarity	0.6489	NPC473513
Remote Similarity	0.6485	NPC85482
Remote Similarity	0.6484	NPC158551
Remote Similarity	0.6471	NPC168250
Remote Similarity	0.6468	NPC306669
Remote Similarity	0.6468	NPC231198
Remote Similarity	0.6462	NPC476579
Remote Similarity	0.646	NPC303658
Remote Similarity	0.6459	NPC262725
Remote Similarity	0.6457	NPC127996
Remote Similarity	0.6456	NPC39822
Remote Similarity	0.645	NPC257851
Remote Similarity	0.645	NPC24954
Remote Similarity	0.6447	NPC99724
Remote Similarity	0.6438	NPC268077
Remote Similarity	0.6435	NPC122886
Remote Similarity	0.6432	NPC308906
Remote Similarity	0.6432	NPC17565
Remote Similarity	0.6429	NPC469592
Remote Similarity	0.6429	NPC471080
Remote Similarity	0.6422	NPC164608
Remote Similarity	0.6422	NPC295898
Remote Similarity	0.6418	NPC476569
Remote Similarity	0.6416	NPC305984
Remote Similarity	0.6414	NPC301163
Remote Similarity	0.6411	NPC138083
Remote Similarity	0.6406	NPC130926
Remote Similarity	0.6404	NPC478007
Remote Similarity	0.6402	NPC243626
Remote Similarity	0.6396	NPC477160
Remote Similarity	0.6395	NPC470821
Remote Similarity	0.6394	NPC220961
Remote Similarity	0.6393	NPC207971
Remote Similarity	0.6389	NPC71124
Remote Similarity	0.6388	NPC469594
Remote Similarity	0.6388	NPC173080
Remote Similarity	0.6383	NPC253429
Remote Similarity	0.6379	NPC248903
Remote Similarity	0.6377	NPC70092
Remote Similarity	0.6373	NPC66573
Remote Similarity	0.6368	NPC474915
Remote Similarity	0.6368	NPC213206
Remote Similarity	0.6368	NPC188163
Remote Similarity	0.6368	NPC476651
Remote Similarity	0.6368	NPC328750
Remote Similarity	0.6364	NPC93593
Remote Similarity	0.6364	NPC138365
Remote Similarity	0.636	NPC37957
Remote Similarity	0.636	NPC288110
Remote Similarity	0.6359	NPC285941
Remote Similarity	0.6356	NPC316181
Remote Similarity	0.6356	NPC473006
Remote Similarity	0.6356	NPC151781
Remote Similarity	0.6356	NPC74562
Remote Similarity	0.6351	NPC317709
Remote Similarity	0.6351	NPC329329
Remote Similarity	0.635	NPC191863
Remote Similarity	0.635	NPC289776
Remote Similarity	0.635	NPC133470
Remote Similarity	0.6348	NPC478008
Remote Similarity	0.6346	NPC190461
Remote Similarity	0.6345	NPC474183
Remote Similarity	0.6336	NPC26928
Remote Similarity	0.6335	NPC477161
Remote Similarity	0.6323	NPC469589
Remote Similarity	0.6321	NPC9373
Remote Similarity	0.6316	NPC314682
Remote Similarity	0.6313	NPC292003
Remote Similarity	0.6311	NPC473432
Remote Similarity	0.631	NPC29650
Remote Similarity	0.6309	NPC470480
Remote Similarity	0.6303	NPC276120
Remote Similarity	0.6303	NPC116007
Remote Similarity	0.6302	NPC136860
Remote Similarity	0.6302	NPC476567
Remote Similarity	0.6302	NPC128019
Remote Similarity	0.6298	NPC5167
Remote Similarity	0.6298	NPC32064
Remote Similarity	0.6294	NPC474852
Remote Similarity	0.6293	NPC73280
Remote Similarity	0.629	NPC14339
Remote Similarity	0.6288	NPC108826
Remote Similarity	0.6284	NPC5374
Remote Similarity	0.6283	NPC268223
Remote Similarity	0.6282	NPC194740
Remote Similarity	0.6281	NPC80129
Remote Similarity	0.6281	NPC187022
Remote Similarity	0.6279	NPC254957
Remote Similarity	0.6278	NPC205926
Remote Similarity	0.6277	NPC280272
Remote Similarity	0.6273	NPC473005
Remote Similarity	0.6272	NPC471197
Remote Similarity	0.627	NPC160193
Remote Similarity	0.6269	NPC72291
Remote Similarity	0.6269	NPC59028
Remote Similarity	0.6269	NPC92191
Remote Similarity	0.6268	NPC270301
Remote Similarity	0.6262	NPC312872
Remote Similarity	0.6262	NPC22476
Remote Similarity	0.6257	NPC160692
Remote Similarity	0.6256	NPC106295
Remote Similarity	0.6256	NPC67904
Remote Similarity	0.6256	NPC476144
Remote Similarity	0.6256	NPC242728
Remote Similarity	0.6256	NPC315957
Remote Similarity	0.6256	NPC210437
Remote Similarity	0.6256	NPC138830
Remote Similarity	0.6256	NPC51957
Remote Similarity	0.6256	NPC16107
Remote Similarity	0.625	NPC174758
Remote Similarity	0.625	NPC41501
Remote Similarity	0.625	NPC172403
Remote Similarity	0.6245	NPC87560
Remote Similarity	0.6245	NPC471198
Remote Similarity	0.6244	NPC274026
Remote Similarity	0.6239	NPC316981
Remote Similarity	0.6238	NPC314659
Remote Similarity	0.6238	NPC98197
Remote Similarity	0.6237	NPC110337
Remote Similarity	0.6233	NPC133140
Remote Similarity	0.6233	NPC195268
Remote Similarity	0.6224	NPC7467
Remote Similarity	0.6223	NPC21638
Remote Similarity	0.6222	NPC219664
Remote Similarity	0.622	NPC133609

Drug Structure

NPD3106 OpenBabel08211702562D 29 31 0 0 1 0 0 0 0 0999 V2000 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -5.5000 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 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 -1.7321 -3.0000 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 -0.8660 -2.5000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 C 0 0 3 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 1.7321 -1.0000 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 3.4641 -1.0000 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 -3.4641 -3.0000 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 0.8660 1.5000 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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 -4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 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 7 1 0 0 0 0 5 22 1 0 0 0 0 6 8 1 0 0 0 0 6 22 1 0 0 0 0 7 23 1 0 0 0 0 8 23 1 0 0 0 0 9 12 2 0 0 0 0 9 14 1 0 0 0 0 10 13 2 0 0 0 0 10 15 1 0 0 0 0 11 17 1 0 0 0 0 11 25 1 0 0 0 0 12 13 1 0 0 0 0 12 16 1 0 0 0 0 13 20 1 0 0 0 0 14 15 2 0 0 0 0 14 26 1 0 0 0 0 15 27 1 0 0 0 0 16 19 2 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 17 24 2 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 18 23 1 0 0 0 0 19 28 1 0 0 0 0 21 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000930
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	93514
ChEBI
CAS Number

Drug Properties

Molecular Weight	375.19
ALogP	-1.2844
MLogP	2.45
XLogP	1.79
HDA	7
HBD	2
Rotatable Bonds	10
TPSA	99.48
RO5 Violation	0