NPASS drugs

Drug Information

Drug ID:	NPD1294
Drug Name:	FR-900482
Molecular Formula:	C14H15N3O6
Canonical SMILES:	O=Cc1cc(O)c2c(c1)N1C[C@H]3[C@@H]([C@@]([C@H]2COC(=N)O)(O1)O)N3
Standard InCHI:	InChI=1S/C14H15N3O6/c15-13(20)22-5-7-11-9(1-6(4-18)2-10(11)19)17-3-8-12(16-8)14(7,21)23-17/h1-2,4,7-8,12,16,19,21H,3,5H2,(H2,15,20)/t7-,8-,12-,14+/m0/s1
Standard InCHIKey:	XVPSPMLUMQEEIU-QHGAOHLJSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1294

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	254
0.1-0.2	1344
0.2-0.3	6057
0.3-0.4	6771
0.4-0.5	12090
0.5-0.6	3900
0.6-0.7	469
0.7-0.8	5
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	0.7216	NPC471778
Intermediate Similarity	0.7108	NPC474059
Intermediate Similarity	0.7089	NPC478075
Intermediate Similarity	0.7023	NPC477160
Intermediate Similarity	0.701	NPC204867
Remote Similarity	0.6986	NPC316282
Remote Similarity	0.6971	NPC230313
Remote Similarity	0.6854	NPC232600
Remote Similarity	0.684	NPC317727
Remote Similarity	0.6834	NPC474814
Remote Similarity	0.6834	NPC112336
Remote Similarity	0.6827	NPC28510
Remote Similarity	0.6825	NPC472191
Remote Similarity	0.6814	NPC477159
Remote Similarity	0.6806	NPC477161
Remote Similarity	0.6798	NPC70092
Remote Similarity	0.6777	NPC303214
Remote Similarity	0.6767	NPC17160
Remote Similarity	0.6767	NPC313720
Remote Similarity	0.6759	NPC133156
Remote Similarity	0.6749	NPC474815
Remote Similarity	0.6746	NPC203628
Remote Similarity	0.673	NPC243626
Remote Similarity	0.6716	NPC298320
Remote Similarity	0.6714	NPC473004
Remote Similarity	0.6714	NPC100863
Remote Similarity	0.6701	NPC199737
Remote Similarity	0.67	NPC472118
Remote Similarity	0.6699	NPC5630
Remote Similarity	0.6698	NPC170333
Remote Similarity	0.6667	NPC292143
Remote Similarity	0.6667	NPC1464
Remote Similarity	0.6667	NPC139506
Remote Similarity	0.6637	NPC298449
Remote Similarity	0.6636	NPC132874
Remote Similarity	0.6636	NPC138615
Remote Similarity	0.6636	NPC265642
Remote Similarity	0.6636	NPC218733
Remote Similarity	0.6619	NPC473008
Remote Similarity	0.6616	NPC85651
Remote Similarity	0.6606	NPC474366
Remote Similarity	0.6606	NPC269449
Remote Similarity	0.66	NPC472114
Remote Similarity	0.66	NPC182131
Remote Similarity	0.66	NPC472115
Remote Similarity	0.6596	NPC314702
Remote Similarity	0.6594	NPC122886
Remote Similarity	0.6594	NPC19175
Remote Similarity	0.6591	NPC90185
Remote Similarity	0.6569	NPC471743
Remote Similarity	0.6557	NPC114039
Remote Similarity	0.6557	NPC206109
Remote Similarity	0.6553	NPC166169
Remote Similarity	0.6545	NPC212123
Remote Similarity	0.6544	NPC469732
Remote Similarity	0.6538	NPC471742
Remote Similarity	0.6533	NPC152768
Remote Similarity	0.6533	NPC148183
Remote Similarity	0.6533	NPC176983
Remote Similarity	0.6526	NPC45850
Remote Similarity	0.6526	NPC470485
Remote Similarity	0.6524	NPC21425
Remote Similarity	0.6522	NPC231924
Remote Similarity	0.6515	NPC218388
Remote Similarity	0.651	NPC146370
Remote Similarity	0.6508	NPC43477
Remote Similarity	0.6502	NPC295479
Remote Similarity	0.6502	NPC220241
Remote Similarity	0.6495	NPC241392
Remote Similarity	0.6484	NPC476098
Remote Similarity	0.6483	NPC154922
Remote Similarity	0.6476	NPC134702
Remote Similarity	0.6476	NPC182853
Remote Similarity	0.6473	NPC119722
Remote Similarity	0.6471	NPC270918
Remote Similarity	0.6471	NPC222561
Remote Similarity	0.6471	NPC53344
Remote Similarity	0.646	NPC234772
Remote Similarity	0.6456	NPC477187
Remote Similarity	0.6455	NPC14339
Remote Similarity	0.6444	NPC321166
Remote Similarity	0.6441	NPC100573
Remote Similarity	0.6441	NPC207873
Remote Similarity	0.6441	NPC330683
Remote Similarity	0.6441	NPC329567
Remote Similarity	0.6432	NPC195636
Remote Similarity	0.6432	NPC470483
Remote Similarity	0.6429	NPC218303
Remote Similarity	0.6429	NPC473007
Remote Similarity	0.6425	NPC246140
Remote Similarity	0.6425	NPC195787
Remote Similarity	0.6422	NPC126676
Remote Similarity	0.6422	NPC469671
Remote Similarity	0.6416	NPC2905
Remote Similarity	0.6416	NPC148391
Remote Similarity	0.641	NPC144691
Remote Similarity	0.6406	NPC17677
Remote Similarity	0.6402	NPC41501
Remote Similarity	0.6398	NPC150308
Remote Similarity	0.6396	NPC198160
Remote Similarity	0.6396	NPC183777
Remote Similarity	0.6394	NPC39822
Remote Similarity	0.6393	NPC472330
Remote Similarity	0.6393	NPC472329
Remote Similarity	0.6391	NPC118189
Remote Similarity	0.6391	NPC128476
Remote Similarity	0.639	NPC477185
Remote Similarity	0.6384	NPC25961
Remote Similarity	0.6384	NPC309845
Remote Similarity	0.6382	NPC469428
Remote Similarity	0.638	NPC87714
Remote Similarity	0.6377	NPC127082
Remote Similarity	0.6376	NPC280714
Remote Similarity	0.6372	NPC114468
Remote Similarity	0.6372	NPC203972
Remote Similarity	0.6372	NPC30749
Remote Similarity	0.6368	NPC86834
Remote Similarity	0.6368	NPC475983
Remote Similarity	0.6368	NPC210828
Remote Similarity	0.6364	NPC197335
Remote Similarity	0.6364	NPC288759
Remote Similarity	0.636	NPC126556
Remote Similarity	0.6359	NPC90967
Remote Similarity	0.6356	NPC9894
Remote Similarity	0.6355	NPC22476
Remote Similarity	0.6355	NPC92803
Remote Similarity	0.6349	NPC113455
Remote Similarity	0.6348	NPC476069
Remote Similarity	0.6348	NPC472099
Remote Similarity	0.6345	NPC291173
Remote Similarity	0.6344	NPC176113
Remote Similarity	0.6344	NPC55470
Remote Similarity	0.6343	NPC469815
Remote Similarity	0.6343	NPC469816
Remote Similarity	0.6338	NPC284706
Remote Similarity	0.6338	NPC18890
Remote Similarity	0.6335	NPC207971
Remote Similarity	0.6333	NPC314659
Remote Similarity	0.6333	NPC470317
Remote Similarity	0.6332	NPC45048
Remote Similarity	0.6332	NPC195120
Remote Similarity	0.6332	NPC77777
Remote Similarity	0.633	NPC71124
Remote Similarity	0.6327	NPC305542
Remote Similarity	0.6327	NPC470481
Remote Similarity	0.6327	NPC116178
Remote Similarity	0.6327	NPC470482
Remote Similarity	0.6324	NPC227824
Remote Similarity	0.6323	NPC308943
Remote Similarity	0.6321	NPC194040
Remote Similarity	0.6321	NPC87391
Remote Similarity	0.632	NPC99724
Remote Similarity	0.632	NPC76478
Remote Similarity	0.6316	NPC469928
Remote Similarity	0.6316	NPC330009
Remote Similarity	0.6314	NPC477112
Remote Similarity	0.6313	NPC125924
Remote Similarity	0.631	NPC132385
Remote Similarity	0.6309	NPC115588
Remote Similarity	0.6308	NPC473298
Remote Similarity	0.6306	NPC475147
Remote Similarity	0.6306	NPC268077
Remote Similarity	0.6302	NPC301702
Remote Similarity	0.63	NPC217903
Remote Similarity	0.6296	NPC254957
Remote Similarity	0.6295	NPC171787
Remote Similarity	0.6293	NPC251071
Remote Similarity	0.6293	NPC279589
Remote Similarity	0.6293	NPC148124
Remote Similarity	0.6292	NPC301501
Remote Similarity	0.6292	NPC151171
Remote Similarity	0.6288	NPC469727
Remote Similarity	0.6287	NPC472121
Remote Similarity	0.6287	NPC286871
Remote Similarity	0.6284	NPC198390
Remote Similarity	0.6283	NPC82541
Remote Similarity	0.6283	NPC294375
Remote Similarity	0.6283	NPC23294
Remote Similarity	0.6282	NPC285254
Remote Similarity	0.6282	NPC476436
Remote Similarity	0.6282	NPC26928
Remote Similarity	0.628	NPC303225
Remote Similarity	0.6279	NPC25401
Remote Similarity	0.6277	NPC10653
Remote Similarity	0.6277	NPC157983
Remote Similarity	0.6277	NPC118154
Remote Similarity	0.6277	NPC318525
Remote Similarity	0.6277	NPC253476
Remote Similarity	0.6273	NPC249040
Remote Similarity	0.6273	NPC127178
Remote Similarity	0.6272	NPC189661
Remote Similarity	0.627	NPC120239
Remote Similarity	0.6267	NPC121510
Remote Similarity	0.6267	NPC171882
Remote Similarity	0.6267	NPC34717
Remote Similarity	0.6263	NPC316574
Remote Similarity	0.6262	NPC477998
Remote Similarity	0.6262	NPC183805
Remote Similarity	0.6261	NPC87560
Remote Similarity	0.6256	NPC193906

Drug Structure

NPD1294 OpenBabel08211700192D 28 31 0 0 1 0 0 0 0 0999 V2000 2.4250 0.4668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2337 -0.9332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 0.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0418 0.4672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8082 -2.3338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2335 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8082 -1.4003 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8084 0.4667 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6167 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4254 -1.4001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6169 -0.9335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8084 -0.4669 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4559 -3.3419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -0.9336 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.3790 -3.4810 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6170 -0.0001 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8082 0.4667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8503 0.0006 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4255 -2.3335 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1261 -4.0717 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0004 -1.8668 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1149 -2.4729 0.0000 O 0 0 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 -1.7201 -4.3499 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5505 -0.0002 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6172 -2.8004 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2150 -4.9407 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6760 -2.5105 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 2 0 0 0 0 1 9 1 0 0 0 0 2 6 1 0 0 0 0 2 10 2 0 0 0 0 3 17 1 0 0 0 0 4 6 1 0 0 0 0 4 18 2 0 0 0 0 5 7 1 0 0 0 0 5 22 1 0 0 0 0 7 11 1 0 0 0 0 7 14 1 6 0 0 0 8 3 1 1 0 0 0 8 12 1 0 0 0 0 8 16 1 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 12 14 1 1 0 0 0 12 16 1 0 0 0 0 13 15 2 0 0 0 0 13 20 1 0 0 0 0 13 22 1 0 0 0 0 14 21 1 1 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 23 1 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004446
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	321.10
ALogP	-1.5688
MLogP	2.01
XLogP	-0.056
HDA	6
HBD	5
Rotatable Bonds	7
TPSA	145.25
RO5 Violation	0