NPASS drugs

Drug Information

Drug ID:	NPD5102
Drug Name:
Molecular Formula:	C22H26FN3O4
Canonical SMILES:	OC[C@H]1COc2c(O1)cccc2N1CCN(CC1)CCNC(=O)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C22H26FN3O4/c23-17-6-4-16(5-7-17)22(28)24-8-9-25-10-12-26(13-11-25)19-2-1-3-20-21(19)29-15-18(14-27)30-20/h1-7,18,27H,8-15H2,(H,24,28)/t18-/m0/s1
Standard InCHIKey:	NYSDRDDQELAVKP-SFHVURJKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5102

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	244
0.1-0.2	1462
0.2-0.3	7571
0.3-0.4	5161
0.4-0.5	7700
0.5-0.6	7962
0.6-0.7	757
0.7-0.8	33
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	0.7778	NPC73280
Intermediate Similarity	0.7659	NPC473422
Intermediate Similarity	0.7397	NPC26928
Intermediate Similarity	0.7373	NPC99724
Intermediate Similarity	0.7364	NPC248903
Intermediate Similarity	0.7356	NPC473460
Intermediate Similarity	0.7339	NPC148124
Intermediate Similarity	0.73	NPC262725
Intermediate Similarity	0.7264	NPC477160
Intermediate Similarity	0.7196	NPC471532
Intermediate Similarity	0.7195	NPC122886
Intermediate Similarity	0.7156	NPC134702
Intermediate Similarity	0.715	NPC314659
Intermediate Similarity	0.71	NPC197335
Intermediate Similarity	0.7083	NPC470481
Intermediate Similarity	0.7083	NPC470482
Intermediate Similarity	0.7078	NPC182853
Intermediate Similarity	0.7075	NPC268077
Intermediate Similarity	0.7064	NPC471531
Intermediate Similarity	0.7059	NPC118189
Intermediate Similarity	0.7056	NPC329567
Intermediate Similarity	0.7056	NPC330683
Intermediate Similarity	0.7054	NPC13249
Intermediate Similarity	0.7053	NPC230313
Intermediate Similarity	0.7051	NPC217903
Intermediate Similarity	0.7051	NPC114468
Intermediate Similarity	0.7033	NPC100863
Intermediate Similarity	0.7028	NPC207971
Intermediate Similarity	0.7018	NPC148391
Intermediate Similarity	0.7018	NPC2905
Intermediate Similarity	0.7009	NPC478075
Intermediate Similarity	0.7005	NPC116178
Intermediate Similarity	0.7	NPC5374
Remote Similarity	0.6982	NPC7560
Remote Similarity	0.6982	NPC76478
Remote Similarity	0.6974	NPC299582
Remote Similarity	0.6972	NPC268223
Remote Similarity	0.6972	NPC30749
Remote Similarity	0.6961	NPC87391
Remote Similarity	0.6957	NPC314702
Remote Similarity	0.6952	NPC71124
Remote Similarity	0.6944	NPC471561
Remote Similarity	0.6919	NPC471648
Remote Similarity	0.6912	NPC473007
Remote Similarity	0.691	NPC124300
Remote Similarity	0.6906	NPC46259
Remote Similarity	0.6905	NPC161804
Remote Similarity	0.6895	NPC321166
Remote Similarity	0.6881	NPC295479
Remote Similarity	0.6881	NPC220241
Remote Similarity	0.688	NPC291609
Remote Similarity	0.6878	NPC126556
Remote Similarity	0.6875	NPC473004
Remote Similarity	0.686	NPC474059
Remote Similarity	0.686	NPC473008
Remote Similarity	0.6852	NPC198160
Remote Similarity	0.6849	NPC305542
Remote Similarity	0.6847	NPC87560
Remote Similarity	0.6847	NPC195120
Remote Similarity	0.6842	NPC254957
Remote Similarity	0.684	NPC241263
Remote Similarity	0.684	NPC291173
Remote Similarity	0.684	NPC154922
Remote Similarity	0.6837	NPC163829
Remote Similarity	0.6832	NPC475094
Remote Similarity	0.6825	NPC472191
Remote Similarity	0.6824	NPC41501
Remote Similarity	0.6822	NPC310618
Remote Similarity	0.6822	NPC15987
Remote Similarity	0.6822	NPC288759
Remote Similarity	0.6814	NPC19175
Remote Similarity	0.681	NPC243626
Remote Similarity	0.6808	NPC127178
Remote Similarity	0.6806	NPC158551
Remote Similarity	0.6804	NPC218303
Remote Similarity	0.6792	NPC234933
Remote Similarity	0.6791	NPC41216
Remote Similarity	0.6787	NPC298449
Remote Similarity	0.6787	NPC176113
Remote Similarity	0.6786	NPC318525
Remote Similarity	0.6786	NPC10653
Remote Similarity	0.6786	NPC476069
Remote Similarity	0.6784	NPC285254
Remote Similarity	0.6776	NPC214368
Remote Similarity	0.6774	NPC212123
Remote Similarity	0.6773	NPC159815
Remote Similarity	0.6769	NPC301163
Remote Similarity	0.6759	NPC301292
Remote Similarity	0.6759	NPC313112
Remote Similarity	0.6758	NPC269449
Remote Similarity	0.6756	NPC329830
Remote Similarity	0.6749	NPC287152
Remote Similarity	0.6744	NPC311357
Remote Similarity	0.6738	NPC184680
Remote Similarity	0.6737	NPC316224
Remote Similarity	0.6734	NPC470971
Remote Similarity	0.6728	NPC477161
Remote Similarity	0.6728	NPC195787
Remote Similarity	0.6728	NPC246140
Remote Similarity	0.6726	NPC250960
Remote Similarity	0.6726	NPC195636
Remote Similarity	0.6726	NPC71539
Remote Similarity	0.6726	NPC313327
Remote Similarity	0.6716	NPC283810
Remote Similarity	0.6716	NPC5167
Remote Similarity	0.6716	NPC222524
Remote Similarity	0.6714	NPC114039
Remote Similarity	0.6714	NPC206109
Remote Similarity	0.6714	NPC112937
Remote Similarity	0.6712	NPC475133
Remote Similarity	0.6711	NPC118154
Remote Similarity	0.6711	NPC266994
Remote Similarity	0.6711	NPC476436
Remote Similarity	0.6711	NPC157983
Remote Similarity	0.6709	NPC470785
Remote Similarity	0.6697	NPC308943
Remote Similarity	0.6697	NPC222561
Remote Similarity	0.6697	NPC10732
Remote Similarity	0.6697	NPC119722
Remote Similarity	0.6696	NPC77777
Remote Similarity	0.6695	NPC113455
Remote Similarity	0.6695	NPC469722
Remote Similarity	0.6683	NPC270301
Remote Similarity	0.6682	NPC474366
Remote Similarity	0.6682	NPC471825
Remote Similarity	0.6681	NPC128476
Remote Similarity	0.6667	NPC315257
Remote Similarity	0.6667	NPC231924
Remote Similarity	0.6667	NPC100573
Remote Similarity	0.6667	NPC207873
Remote Similarity	0.6667	NPC314948
Remote Similarity	0.6667	NPC478049
Remote Similarity	0.6667	NPC288110
Remote Similarity	0.6652	NPC74216
Remote Similarity	0.6651	NPC242728
Remote Similarity	0.6651	NPC477186
Remote Similarity	0.6651	NPC67904
Remote Similarity	0.6638	NPC470784
Remote Similarity	0.6636	NPC153365
Remote Similarity	0.6635	NPC116007
Remote Similarity	0.6635	NPC276120
Remote Similarity	0.6634	NPC85613
Remote Similarity	0.6622	NPC127996
Remote Similarity	0.6621	NPC16249
Remote Similarity	0.6621	NPC257266
Remote Similarity	0.662	NPC149962
Remote Similarity	0.6618	NPC127082
Remote Similarity	0.6611	NPC120239
Remote Similarity	0.6611	NPC58209
Remote Similarity	0.6609	NPC470480
Remote Similarity	0.6606	NPC25961
Remote Similarity	0.6606	NPC14339
Remote Similarity	0.6606	NPC87714
Remote Similarity	0.6606	NPC475147
Remote Similarity	0.6605	NPC123859
Remote Similarity	0.6602	NPC288305
Remote Similarity	0.6601	NPC164608
Remote Similarity	0.66	NPC471652
Remote Similarity	0.6593	NPC222046
Remote Similarity	0.6591	NPC257728
Remote Similarity	0.6589	NPC144314
Remote Similarity	0.6589	NPC24228
Remote Similarity	0.6588	NPC1820
Remote Similarity	0.6587	NPC235194
Remote Similarity	0.6587	NPC138083
Remote Similarity	0.6587	NPC315542
Remote Similarity	0.6583	NPC158900
Remote Similarity	0.6583	NPC204867
Remote Similarity	0.6581	NPC476220
Remote Similarity	0.6581	NPC160113
Remote Similarity	0.658	NPC194740
Remote Similarity	0.6577	NPC82541
Remote Similarity	0.6568	NPC151171
Remote Similarity	0.6568	NPC301501
Remote Similarity	0.6567	NPC476429
Remote Similarity	0.6566	NPC320064
Remote Similarity	0.6564	NPC128115
Remote Similarity	0.6558	NPC50548
Remote Similarity	0.6558	NPC17677
Remote Similarity	0.6555	NPC477395
Remote Similarity	0.6555	NPC469452
Remote Similarity	0.6555	NPC83511
Remote Similarity	0.6553	NPC70092
Remote Similarity	0.6553	NPC32064
Remote Similarity	0.6553	NPC166169
Remote Similarity	0.6549	NPC82056
Remote Similarity	0.6542	NPC477258
Remote Similarity	0.6541	NPC266425
Remote Similarity	0.654	NPC45389
Remote Similarity	0.654	NPC174629
Remote Similarity	0.654	NPC473569
Remote Similarity	0.654	NPC208890
Remote Similarity	0.6538	NPC473562
Remote Similarity	0.6537	NPC471513
Remote Similarity	0.6533	NPC38964
Remote Similarity	0.652	NPC219397
Remote Similarity	0.6518	NPC473006
Remote Similarity	0.6517	NPC182131
Remote Similarity	0.6514	NPC473005
Remote Similarity	0.6509	NPC66777

Drug Structure

NPD5102 OpenBabel08211706322D 32 35 0 0 1 0 0 0 0 0999 V2000 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 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 -5.1962 -3.0000 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 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 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 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -5.0000 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 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 19 1 0 0 0 0 3 20 2 0 0 0 0 4 6 1 0 0 0 0 4 16 2 0 0 0 0 5 7 2 0 0 0 0 5 16 1 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 9 1 0 0 0 0 8 24 1 0 0 0 0 9 25 1 0 0 0 0 10 12 1 0 0 0 0 10 25 1 0 0 0 0 11 13 1 0 0 0 0 11 25 1 0 0 0 0 12 26 1 0 0 0 0 13 26 1 0 0 0 0 14 27 1 0 0 0 0 15 18 1 0 0 0 0 15 29 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 14 1 6 0 0 0 18 30 1 0 0 0 0 19 21 2 0 0 0 0 19 26 1 0 0 0 0 20 21 1 0 0 0 0 20 30 1 0 0 0 0 21 29 1 0 0 0 0 22 24 1 0 0 0 0 22 28 2 0 0 0 0 24 31 1 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004943
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	57347
ChEBI
CAS Number

Drug Properties

Molecular Weight	415.19
ALogP	-0.8548
MLogP	3
XLogP	1.84
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	74.27
RO5 Violation	0