NPASS drugs

Drug Information

Drug ID:	NPD4049
Drug Name:	AM-3301
Molecular Formula:	C20H24N4O7
Canonical SMILES:	COc1cc2nc(O)c3c(c(=O)c2cc1OC)nn(n3)C(C(C)C)OC(=O)OC(C)C
Standard InCHI:	InChI=1S/C20H24N4O7/c1-9(2)19(31-20(27)30-10(3)4)24-22-15-16(23-24)18(26)21-12-8-14(29-6)13(28-5)7-11(12)17(15)25/h7-10,19H,1-6H3,(H,21,26)
Standard InCHIKey:	OPONDCCCAYHDBK-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4049

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	275
0.1-0.2	1585
0.2-0.3	7044
0.3-0.4	6024
0.4-0.5	9058
0.5-0.6	6543
0.6-0.7	359
0.7-0.8	2
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	0.7104	NPC163829
Intermediate Similarity	0.7004	NPC172222
Remote Similarity	0.6987	NPC313327
Remote Similarity	0.692	NPC158551
Remote Similarity	0.684	NPC98416
Remote Similarity	0.6825	NPC9475
Remote Similarity	0.6738	NPC87560
Remote Similarity	0.6682	NPC5167
Remote Similarity	0.6682	NPC85613
Remote Similarity	0.6667	NPC195120
Remote Similarity	0.6667	NPC303374
Remote Similarity	0.6652	NPC268077
Remote Similarity	0.6635	NPC310894
Remote Similarity	0.6624	NPC148124
Remote Similarity	0.6623	NPC220241
Remote Similarity	0.6623	NPC295479
Remote Similarity	0.6608	NPC473460
Remote Similarity	0.6594	NPC321428
Remote Similarity	0.6582	NPC99724
Remote Similarity	0.6574	NPC28368
Remote Similarity	0.6564	NPC227824
Remote Similarity	0.654	NPC157983
Remote Similarity	0.654	NPC54066
Remote Similarity	0.654	NPC118154
Remote Similarity	0.6537	NPC325297
Remote Similarity	0.6535	NPC207971
Remote Similarity	0.6533	NPC71124
Remote Similarity	0.6528	NPC283810
Remote Similarity	0.6525	NPC182853
Remote Similarity	0.6515	NPC248903
Remote Similarity	0.6506	NPC291609
Remote Similarity	0.6498	NPC270301
Remote Similarity	0.6492	NPC148889
Remote Similarity	0.6482	NPC473800
Remote Similarity	0.6478	NPC472286
Remote Similarity	0.6478	NPC472287
Remote Similarity	0.6473	NPC215837
Remote Similarity	0.6473	NPC26928
Remote Similarity	0.6468	NPC146976
Remote Similarity	0.6466	NPC124300
Remote Similarity	0.6466	NPC471561
Remote Similarity	0.6465	NPC8467
Remote Similarity	0.6453	NPC10732
Remote Similarity	0.6452	NPC41501
Remote Similarity	0.645	NPC16249
Remote Similarity	0.6449	NPC22481
Remote Similarity	0.6444	NPC118189
Remote Similarity	0.6444	NPC128476
Remote Similarity	0.644	NPC188400
Remote Similarity	0.6438	NPC269449
Remote Similarity	0.6434	NPC260434
Remote Similarity	0.6432	NPC19175
Remote Similarity	0.6426	NPC210296
Remote Similarity	0.6426	NPC236668
Remote Similarity	0.6426	NPC473639
Remote Similarity	0.642	NPC246381
Remote Similarity	0.6419	NPC474077
Remote Similarity	0.6403	NPC270515
Remote Similarity	0.639	NPC122436
Remote Similarity	0.639	NPC153644
Remote Similarity	0.6389	NPC310618
Remote Similarity	0.6386	NPC168922
Remote Similarity	0.6383	NPC119722
Remote Similarity	0.6383	NPC470482
Remote Similarity	0.6383	NPC470481
Remote Similarity	0.6378	NPC165964
Remote Similarity	0.6375	NPC76478
Remote Similarity	0.6372	NPC33256
Remote Similarity	0.6371	NPC189903
Remote Similarity	0.6371	NPC182907
Remote Similarity	0.6364	NPC1608
Remote Similarity	0.6364	NPC14339
Remote Similarity	0.636	NPC5374
Remote Similarity	0.636	NPC132385
Remote Similarity	0.6356	NPC254957
Remote Similarity	0.6356	NPC203972
Remote Similarity	0.6356	NPC268223
Remote Similarity	0.6353	NPC473188
Remote Similarity	0.6353	NPC183537
Remote Similarity	0.6353	NPC77878
Remote Similarity	0.6352	NPC194740
Remote Similarity	0.6351	NPC72291
Remote Similarity	0.6345	NPC195636
Remote Similarity	0.6345	NPC126556
Remote Similarity	0.6339	NPC28510
Remote Similarity	0.6336	NPC315634
Remote Similarity	0.6336	NPC475768
Remote Similarity	0.6336	NPC100734
Remote Similarity	0.6336	NPC88923
Remote Similarity	0.6331	NPC108342
Remote Similarity	0.633	NPC207721
Remote Similarity	0.6329	NPC478189
Remote Similarity	0.6327	NPC278525
Remote Similarity	0.6325	NPC85661
Remote Similarity	0.6325	NPC168250
Remote Similarity	0.6318	NPC134702
Remote Similarity	0.6314	NPC116178
Remote Similarity	0.6314	NPC317567
Remote Similarity	0.6311	NPC478078
Remote Similarity	0.6309	NPC478075
Remote Similarity	0.6308	NPC207620
Remote Similarity	0.6301	NPC217176
Remote Similarity	0.6301	NPC227033
Remote Similarity	0.6296	NPC122886
Remote Similarity	0.6295	NPC174629
Remote Similarity	0.6293	NPC475147
Remote Similarity	0.6291	NPC299582
Remote Similarity	0.629	NPC253675
Remote Similarity	0.6288	NPC280714
Remote Similarity	0.6287	NPC321166
Remote Similarity	0.6287	NPC232225
Remote Similarity	0.6287	NPC217903
Remote Similarity	0.6287	NPC114468
Remote Similarity	0.6286	NPC169716
Remote Similarity	0.6282	NPC46679
Remote Similarity	0.628	NPC101350
Remote Similarity	0.6278	NPC469830
Remote Similarity	0.6275	NPC474192
Remote Similarity	0.6275	NPC475720
Remote Similarity	0.6275	NPC63971
Remote Similarity	0.6275	NPC91868
Remote Similarity	0.6271	NPC87413
Remote Similarity	0.6271	NPC146418
Remote Similarity	0.627	NPC84164
Remote Similarity	0.627	NPC476436
Remote Similarity	0.627	NPC207283
Remote Similarity	0.6268	NPC58661
Remote Similarity	0.6266	NPC476069
Remote Similarity	0.6261	NPC148391
Remote Similarity	0.626	NPC58209
Remote Similarity	0.626	NPC209981
Remote Similarity	0.6255	NPC121510
Remote Similarity	0.6255	NPC171882
Remote Similarity	0.6255	NPC94842
Remote Similarity	0.625	NPC473105
Remote Similarity	0.625	NPC162694
Remote Similarity	0.6245	NPC477827
Remote Similarity	0.6245	NPC91234
Remote Similarity	0.6245	NPC316981
Remote Similarity	0.6245	NPC472284
Remote Similarity	0.6245	NPC477826
Remote Similarity	0.624	NPC46259
Remote Similarity	0.624	NPC235685
Remote Similarity	0.6239	NPC204970
Remote Similarity	0.6239	NPC198160
Remote Similarity	0.6239	NPC67978
Remote Similarity	0.6239	NPC193238
Remote Similarity	0.6239	NPC303581
Remote Similarity	0.6235	NPC218388
Remote Similarity	0.623	NPC475844
Remote Similarity	0.623	NPC21638
Remote Similarity	0.623	NPC179287
Remote Similarity	0.6226	NPC93653
Remote Similarity	0.6225	NPC208898
Remote Similarity	0.6224	NPC74360
Remote Similarity	0.6223	NPC473422
Remote Similarity	0.6221	NPC86469
Remote Similarity	0.6221	NPC282346
Remote Similarity	0.622	NPC124313
Remote Similarity	0.6215	NPC166722
Remote Similarity	0.6214	NPC250960
Remote Similarity	0.6214	NPC71539
Remote Similarity	0.6211	NPC173250
Remote Similarity	0.6211	NPC94499
Remote Similarity	0.621	NPC315631
Remote Similarity	0.6207	NPC199277
Remote Similarity	0.6207	NPC135887
Remote Similarity	0.6204	NPC477888
Remote Similarity	0.6203	NPC61731
Remote Similarity	0.6203	NPC186569
Remote Similarity	0.6202	NPC469540
Remote Similarity	0.6202	NPC469539
Remote Similarity	0.62	NPC291173
Remote Similarity	0.6198	NPC472099
Remote Similarity	0.6194	NPC24019
Remote Similarity	0.6192	NPC290227
Remote Similarity	0.6192	NPC2905
Remote Similarity	0.6192	NPC120513
Remote Similarity	0.6189	NPC470042
Remote Similarity	0.6187	NPC203373
Remote Similarity	0.6186	NPC475133
Remote Similarity	0.6184	NPC198401
Remote Similarity	0.6183	NPC89549
Remote Similarity	0.6183	NPC191489
Remote Similarity	0.6182	NPC308267
Remote Similarity	0.6181	NPC208364
Remote Similarity	0.6181	NPC160100
Remote Similarity	0.618	NPC317572
Remote Similarity	0.618	NPC101312
Remote Similarity	0.618	NPC41216
Remote Similarity	0.6176	NPC472098
Remote Similarity	0.6176	NPC264176
Remote Similarity	0.6175	NPC477589
Remote Similarity	0.6175	NPC477587
Remote Similarity	0.6173	NPC7560
Remote Similarity	0.617	NPC53344
Remote Similarity	0.6169	NPC258048
Remote Similarity	0.6167	NPC240684
Remote Similarity	0.6165	NPC259678
Remote Similarity	0.6163	NPC181081

Drug Structure

NPD4049 OpenBabel08211704332D 32 34 0 0 1 0 0 0 0 0999 V2000 0.1495 -1.9944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8767 -1.8650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4301 -1.1722 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1816 0.3883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8243 0.6182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9582 3.1182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2262 0.1182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2262 2.1182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9757 -1.4311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3554 -0.1750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3601 0.6182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3601 1.6182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0922 0.6182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0922 1.6182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6034 0.2172 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1695 1.1182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5783 -0.0053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6034 2.0191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9010 -0.4339 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.6282 -0.3044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5783 2.2417 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8806 -0.4739 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1786 0.9839 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 -2.8008 -0.9803 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9799 2.8010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7029 -1.3017 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9582 0.1182 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9582 2.1182 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4544 0.2589 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7272 0.1294 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3452 3.7318 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 9 1 0 0 0 0 3 10 1 0 0 0 0 4 10 1 0 0 0 0 5 28 1 0 0 0 0 6 29 1 0 0 0 0 7 11 2 0 0 0 0 7 13 1 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 19 1 0 0 0 0 10 30 1 0 0 0 0 11 12 1 0 0 0 0 11 17 1 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 28 1 0 0 0 0 14 29 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 15 22 2 0 0 0 0 16 18 1 0 0 0 0 16 23 2 0 0 0 0 17 25 2 0 0 0 0 18 21 2 0 0 0 0 18 26 1 0 0 0 0 19 24 1 0 0 0 0 19 31 1 0 0 0 0 20 27 2 0 0 0 0 20 30 1 0 0 0 0 20 31 1 0 0 0 0 22 24 1 0 0 0 0 23 24 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000111
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	432.16
ALogP	0.7812
MLogP	2.45
XLogP	2.721
HDA	9
HBD	1
Rotatable Bonds	15
TPSA	134.36
RO5 Violation	0