NPASS drugs

Drug Information

Drug ID:	NPD4496
Drug Name:
Molecular Formula:	C21H24FN5O6
Canonical SMILES:	CC(=NC[C@@H]1OC(=O)N(C1)c1ccc(c(c1)F)N1CCN(CC1)Cc1ccc(o1)N(=O)=O)O
Standard InCHI:	InChI=1S/C21H24FN5O6/c1-14(28)23-11-17-13-26(21(29)33-17)15-2-4-19(18(22)10-15)25-8-6-24(7-9-25)12-16-3-5-20(32-16)27(30)31/h2-5,10,17H,6-9,11-13H2,1H3,(H,23,28)/t17-/m0/s1
Standard InCHIKey:	PWHNTOQANLCTHN-KRWDZBQOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4496

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	234
0.1-0.2	3129
0.2-0.3	9443
0.3-0.4	6030
0.4-0.5	9936
0.5-0.6	2026
0.6-0.7	91
0.7-0.8	1
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	0.724	NPC471648
Remote Similarity	0.6667	NPC45389
Remote Similarity	0.665	NPC288305
Remote Similarity	0.6546	NPC315257
Remote Similarity	0.6528	NPC41216
Remote Similarity	0.6526	NPC112937
Remote Similarity	0.6511	NPC477585
Remote Similarity	0.6511	NPC477586
Remote Similarity	0.6511	NPC477588
Remote Similarity	0.6511	NPC477590
Remote Similarity	0.6491	NPC122886
Remote Similarity	0.6473	NPC15384
Remote Similarity	0.6473	NPC244425
Remote Similarity	0.6462	NPC471649
Remote Similarity	0.6455	NPC471561
Remote Similarity	0.6429	NPC174629
Remote Similarity	0.6426	NPC477589
Remote Similarity	0.6426	NPC477587
Remote Similarity	0.6408	NPC270301
Remote Similarity	0.64	NPC471652
Remote Similarity	0.6396	NPC471532
Remote Similarity	0.6373	NPC286195
Remote Similarity	0.636	NPC75179
Remote Similarity	0.635	NPC254700
Remote Similarity	0.6349	NPC325857
Remote Similarity	0.6327	NPC320751
Remote Similarity	0.6316	NPC168750
Remote Similarity	0.6308	NPC198401
Remote Similarity	0.6302	NPC471646
Remote Similarity	0.6302	NPC471647
Remote Similarity	0.63	NPC472923
Remote Similarity	0.6291	NPC473004
Remote Similarity	0.6291	NPC204970
Remote Similarity	0.6287	NPC471651
Remote Similarity	0.6266	NPC194740
Remote Similarity	0.6239	NPC316297
Remote Similarity	0.6239	NPC314817
Remote Similarity	0.6239	NPC66191
Remote Similarity	0.6227	NPC207971
Remote Similarity	0.6226	NPC471650
Remote Similarity	0.6221	NPC100863
Remote Similarity	0.622	NPC314659
Remote Similarity	0.6216	NPC478075
Remote Similarity	0.6211	NPC471531
Remote Similarity	0.6199	NPC14339
Remote Similarity	0.6188	NPC330683
Remote Similarity	0.6188	NPC329567
Remote Similarity	0.6184	NPC471197
Remote Similarity	0.6172	NPC197335
Remote Similarity	0.6157	NPC471198
Remote Similarity	0.6157	NPC243626
Remote Similarity	0.6143	NPC470112
Remote Similarity	0.6143	NPC470903
Remote Similarity	0.6143	NPC167763
Remote Similarity	0.6132	NPC87391
Remote Similarity	0.6126	NPC268077
Remote Similarity	0.6121	NPC148124
Remote Similarity	0.6119	NPC220408
Remote Similarity	0.6104	NPC128115
Remote Similarity	0.6096	NPC50562
Remote Similarity	0.6087	NPC77777
Remote Similarity	0.6083	NPC184680
Remote Similarity	0.6083	NPC230313
Remote Similarity	0.6078	NPC99724
Remote Similarity	0.6077	NPC475421
Remote Similarity	0.607	NPC67658
Remote Similarity	0.6062	NPC476651
Remote Similarity	0.6061	NPC475609
Remote Similarity	0.6058	NPC470785
Remote Similarity	0.6053	NPC473006
Remote Similarity	0.605	NPC196718
Remote Similarity	0.6047	NPC473008
Remote Similarity	0.6044	NPC285192
Remote Similarity	0.6036	NPC311357
Remote Similarity	0.6029	NPC220560
Remote Similarity	0.6027	NPC472287
Remote Similarity	0.6027	NPC472286
Remote Similarity	0.6025	NPC141053
Remote Similarity	0.6021	NPC476475
Remote Similarity	0.6018	NPC477160
Remote Similarity	0.6017	NPC248903
Remote Similarity	0.6016	NPC161801
Remote Similarity	0.6009	NPC473460
Remote Similarity	0.6009	NPC472098
Remote Similarity	0.6009	NPC315542
Remote Similarity	0.6	NPC316403
Remote Similarity	0.6	NPC314861
Remote Similarity	0.6	NPC470002
Remote Similarity	0.6	NPC71124
Remote Similarity	0.6	NPC470001
Remote Similarity	0.6	NPC234772
Remote Similarity	0.6	NPC475094
Remote Similarity	0.5992	NPC474183
Remote Similarity	0.5992	NPC470784
Remote Similarity	0.5991	NPC469961
Remote Similarity	0.5991	NPC168209
Remote Similarity	0.5991	NPC315804
Remote Similarity	0.5991	NPC313804
Remote Similarity	0.5991	NPC269367
Remote Similarity	0.599	NPC301163
Remote Similarity	0.5983	NPC102593
Remote Similarity	0.5982	NPC470787
Remote Similarity	0.5982	NPC472540
Remote Similarity	0.5982	NPC473422
Remote Similarity	0.5982	NPC472539
Remote Similarity	0.5981	NPC290069
Remote Similarity	0.5979	NPC297584
Remote Similarity	0.5975	NPC26928
Remote Similarity	0.5966	NPC323969
Remote Similarity	0.5962	NPC73280
Remote Similarity	0.5962	NPC137627
Remote Similarity	0.5956	NPC246140
Remote Similarity	0.5956	NPC477161
Remote Similarity	0.5956	NPC195787
Remote Similarity	0.5955	NPC472541
Remote Similarity	0.5955	NPC472542
Remote Similarity	0.5953	NPC4910
Remote Similarity	0.5951	NPC70172
Remote Similarity	0.5949	NPC260601
Remote Similarity	0.5949	NPC186351
Remote Similarity	0.5948	NPC303658
Remote Similarity	0.5948	NPC248601
Remote Similarity	0.5946	NPC138830
Remote Similarity	0.5942	NPC475204
Remote Similarity	0.5942	NPC475123
Remote Similarity	0.5935	NPC299806
Remote Similarity	0.5935	NPC322621
Remote Similarity	0.5934	NPC160113
Remote Similarity	0.5934	NPC476220
Remote Similarity	0.5933	NPC279871
Remote Similarity	0.5922	NPC294516
Remote Similarity	0.5922	NPC107938
Remote Similarity	0.5919	NPC214368
Remote Similarity	0.5915	NPC175150
Remote Similarity	0.5915	NPC243633
Remote Similarity	0.5909	NPC154922
Remote Similarity	0.5907	NPC262725
Remote Similarity	0.5905	NPC305984
Remote Similarity	0.5904	NPC165964
Remote Similarity	0.5901	NPC5374
Remote Similarity	0.589	NPC471825
Remote Similarity	0.589	NPC254957
Remote Similarity	0.5887	NPC16066
Remote Similarity	0.5887	NPC196449
Remote Similarity	0.5887	NPC477979
Remote Similarity	0.5887	NPC50511
Remote Similarity	0.5887	NPC314222
Remote Similarity	0.588	NPC329731
Remote Similarity	0.588	NPC21425
Remote Similarity	0.5877	NPC315631
Remote Similarity	0.5874	NPC67904
Remote Similarity	0.5872	NPC473407
Remote Similarity	0.5872	NPC473378
Remote Similarity	0.5865	NPC97746
Remote Similarity	0.5862	NPC148183
Remote Similarity	0.5862	NPC152768
Remote Similarity	0.586	NPC235194
Remote Similarity	0.586	NPC473007
Remote Similarity	0.5859	NPC198160
Remote Similarity	0.5855	NPC298436
Remote Similarity	0.5849	NPC194671
Remote Similarity	0.5849	NPC269750
Remote Similarity	0.5846	NPC476462
Remote Similarity	0.5844	NPC316181
Remote Similarity	0.5844	NPC151781
Remote Similarity	0.5844	NPC74562
Remote Similarity	0.5837	NPC476258
Remote Similarity	0.5837	NPC304837
Remote Similarity	0.5837	NPC313327
Remote Similarity	0.5833	NPC244543
Remote Similarity	0.583	NPC472099
Remote Similarity	0.583	NPC316224
Remote Similarity	0.583	NPC54066
Remote Similarity	0.5826	NPC146418
Remote Similarity	0.5826	NPC329631
Remote Similarity	0.5822	NPC295898
Remote Similarity	0.5822	NPC5167
Remote Similarity	0.5822	NPC473005
Remote Similarity	0.5819	NPC55470
Remote Similarity	0.5817	NPC186617
Remote Similarity	0.5817	NPC67401
Remote Similarity	0.5816	NPC157931
Remote Similarity	0.5816	NPC257851
Remote Similarity	0.5812	NPC309919
Remote Similarity	0.5812	NPC131885
Remote Similarity	0.5808	NPC9373
Remote Similarity	0.5805	NPC46259
Remote Similarity	0.5805	NPC93653
Remote Similarity	0.5804	NPC472436
Remote Similarity	0.5801	NPC116178
Remote Similarity	0.5799	NPC248822
Remote Similarity	0.5799	NPC28510
Remote Similarity	0.5798	NPC115588
Remote Similarity	0.5798	NPC471615
Remote Similarity	0.5797	NPC299582
Remote Similarity	0.5796	NPC295548
Remote Similarity	0.5796	NPC151171
Remote Similarity	0.5792	NPC184933
Remote Similarity	0.5792	NPC59827
Remote Similarity	0.5789	NPC40234

Drug Structure

NPD4496 OpenBabel08211705262D 34 37 0 0 1 0 0 0 0 0999 V2000 2.3025 2.9022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4244 -3.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0936 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3080 2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5936 -2.1340 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 -5.0468 -0.3364 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.9013 1.8841 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -3.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -2.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.0003 -1.2204 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7202 3.6067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4612 -1.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4125 -0.4114 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.9948 -1.1159 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6154 -2.3419 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 -0.2743 3.5021 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 4 2 0 0 0 0 2 15 1 0 0 0 0 3 5 1 0 0 0 0 3 16 2 0 0 0 0 4 19 1 0 0 0 0 5 20 2 0 0 0 0 6 8 1 0 0 0 0 6 24 1 0 0 0 0 7 9 1 0 0 0 0 7 24 1 0 0 0 0 8 25 1 0 0 0 0 9 25 1 0 0 0 0 10 15 2 0 0 0 0 10 18 1 0 0 0 0 11 23 1 0 0 0 0 12 16 1 0 0 0 0 12 24 1 0 0 0 0 13 17 1 0 0 0 0 13 26 1 0 0 0 0 14 23 2 3 0 0 0 14 28 1 0 0 0 0 15 26 1 0 0 0 0 16 32 1 0 0 0 0 17 11 1 6 0 0 0 17 33 1 0 0 0 0 18 19 2 0 0 0 0 18 22 1 0 0 0 0 19 25 1 0 0 0 0 20 27 1 0 0 0 0 20 32 1 0 0 0 0 21 26 1 0 0 0 0 21 29 2 0 0 0 0 21 33 1 0 0 0 0 27 30 2 0 0 0 0 27 31 2 0 0 0 0 28 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003309
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	461.17
ALogP	0.663
MLogP	2.45
XLogP	2.247
HDA	7
HBD	1
Rotatable Bonds	11
TPSA	124.89
RO5 Violation	0