NPASS drugs

Drug Information

Drug ID:	NPD3473
Drug Name:
Molecular Formula:	C19H22FN3O8
Canonical SMILES:	COc1cc(cc(c1OC)OC)C(=O)N=c1nc(O)n(cc1F)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)C
Standard InCHI:	InChI=1S/C19H22FN3O8/c1-8-13(24)14(25)18(31-8)23-7-10(20)16(22-19(23)27)21-17(26)9-5-11(28-2)15(30-4)12(6-9)29-3/h5-8,13-14,18,24-25H,1-4H3,(H,21,22,26,27)/t8-,13-,14-,18-/m1/s1
Standard InCHIKey:	TVYPSLDUBVTDIS-FUOMVGGVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3473

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	193
0.1-0.2	1114
0.2-0.3	4245
0.3-0.4	8505
0.4-0.5	3909
0.5-0.6	8121
0.6-0.7	4773
0.7-0.8	30
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	0.7806	NPC476661
Intermediate Similarity	0.7766	NPC476662
Intermediate Similarity	0.775	NPC16249
Intermediate Similarity	0.7725	NPC473562
Intermediate Similarity	0.7541	NPC26353
Intermediate Similarity	0.75	NPC254053
Intermediate Similarity	0.7461	NPC475566
Intermediate Similarity	0.746	NPC329992
Intermediate Similarity	0.7344	NPC329816
Intermediate Similarity	0.7326	NPC35345
Intermediate Similarity	0.7323	NPC94499
Intermediate Similarity	0.7291	NPC286135
Intermediate Similarity	0.7228	NPC169742
Intermediate Similarity	0.7212	NPC14390
Intermediate Similarity	0.7129	NPC204580
Intermediate Similarity	0.712	NPC62354
Intermediate Similarity	0.7105	NPC329717
Intermediate Similarity	0.7105	NPC474858
Intermediate Similarity	0.7101	NPC475768
Intermediate Similarity	0.7097	NPC287504
Intermediate Similarity	0.7094	NPC83019
Intermediate Similarity	0.7088	NPC153644
Intermediate Similarity	0.7074	NPC135006
Intermediate Similarity	0.7071	NPC18306
Intermediate Similarity	0.7065	NPC473091
Intermediate Similarity	0.7035	NPC162694
Intermediate Similarity	0.7019	NPC80472
Intermediate Similarity	0.7006	NPC113236
Intermediate Similarity	0.7006	NPC214036
Intermediate Similarity	0.7005	NPC25127
Remote Similarity	0.6995	NPC33256
Remote Similarity	0.6989	NPC470708
Remote Similarity	0.6989	NPC75695
Remote Similarity	0.6989	NPC151425
Remote Similarity	0.6973	NPC119669
Remote Similarity	0.6957	NPC294972
Remote Similarity	0.6954	NPC99723
Remote Similarity	0.695	NPC474009
Remote Similarity	0.6949	NPC274613
Remote Similarity	0.6944	NPC908
Remote Similarity	0.6944	NPC138438
Remote Similarity	0.6939	NPC35680
Remote Similarity	0.6915	NPC29531
Remote Similarity	0.6898	NPC228662
Remote Similarity	0.6898	NPC82056
Remote Similarity	0.6893	NPC237330
Remote Similarity	0.6889	NPC4796
Remote Similarity	0.6882	NPC227980
Remote Similarity	0.6878	NPC145425
Remote Similarity	0.6875	NPC2173
Remote Similarity	0.6875	NPC119818
Remote Similarity	0.6875	NPC202771
Remote Similarity	0.6875	NPC328700
Remote Similarity	0.6872	NPC129578
Remote Similarity	0.6868	NPC244338
Remote Similarity	0.6865	NPC469539
Remote Similarity	0.6865	NPC469540
Remote Similarity	0.6862	NPC105827
Remote Similarity	0.6862	NPC310661
Remote Similarity	0.6859	NPC153631
Remote Similarity	0.6856	NPC473748
Remote Similarity	0.6854	NPC208760
Remote Similarity	0.6854	NPC92235
Remote Similarity	0.6848	NPC30890
Remote Similarity	0.6845	NPC58661
Remote Similarity	0.6842	NPC329640
Remote Similarity	0.6839	NPC304747
Remote Similarity	0.6836	NPC288743
Remote Similarity	0.6832	NPC208890
Remote Similarity	0.6831	NPC110337
Remote Similarity	0.6828	NPC474903
Remote Similarity	0.6806	NPC38964
Remote Similarity	0.6806	NPC190020
Remote Similarity	0.6806	NPC472860
Remote Similarity	0.6806	NPC1913
Remote Similarity	0.6806	NPC77679
Remote Similarity	0.6806	NPC84935
Remote Similarity	0.6798	NPC155098
Remote Similarity	0.6796	NPC75763
Remote Similarity	0.6796	NPC225036
Remote Similarity	0.6796	NPC12218
Remote Similarity	0.6796	NPC281629
Remote Similarity	0.6796	NPC105525
Remote Similarity	0.6793	NPC207732
Remote Similarity	0.6786	NPC67978
Remote Similarity	0.6786	NPC303581
Remote Similarity	0.678	NPC471563
Remote Similarity	0.6778	NPC296898
Remote Similarity	0.6778	NPC25305
Remote Similarity	0.6778	NPC112068
Remote Similarity	0.6778	NPC125417
Remote Similarity	0.6778	NPC110899
Remote Similarity	0.6778	NPC95679
Remote Similarity	0.6776	NPC312256
Remote Similarity	0.6776	NPC28326
Remote Similarity	0.6774	NPC472969
Remote Similarity	0.6771	NPC160780
Remote Similarity	0.6771	NPC187792
Remote Similarity	0.6771	NPC289811
Remote Similarity	0.6769	NPC475738
Remote Similarity	0.6769	NPC86469
Remote Similarity	0.676	NPC38101
Remote Similarity	0.6757	NPC9370
Remote Similarity	0.6757	NPC213482
Remote Similarity	0.6757	NPC287495
Remote Similarity	0.6755	NPC471073
Remote Similarity	0.6755	NPC270811
Remote Similarity	0.6754	NPC150227
Remote Similarity	0.6753	NPC81679
Remote Similarity	0.6751	NPC228040
Remote Similarity	0.6749	NPC141440
Remote Similarity	0.6745	NPC257266
Remote Similarity	0.674	NPC239943
Remote Similarity	0.674	NPC207516
Remote Similarity	0.6739	NPC190587
Remote Similarity	0.6739	NPC226738
Remote Similarity	0.6739	NPC121573
Remote Similarity	0.6739	NPC22176
Remote Similarity	0.6739	NPC473090
Remote Similarity	0.6738	NPC478189
Remote Similarity	0.6738	NPC75945
Remote Similarity	0.6737	NPC238672
Remote Similarity	0.6737	NPC197188
Remote Similarity	0.6737	NPC250557
Remote Similarity	0.6737	NPC144801
Remote Similarity	0.6737	NPC116850
Remote Similarity	0.6737	NPC43872
Remote Similarity	0.6737	NPC291510
Remote Similarity	0.6736	NPC203020
Remote Similarity	0.6736	NPC119125
Remote Similarity	0.6736	NPC239966
Remote Similarity	0.6736	NPC24627
Remote Similarity	0.6736	NPC166277
Remote Similarity	0.6735	NPC474953
Remote Similarity	0.6735	NPC43065
Remote Similarity	0.6735	NPC119589
Remote Similarity	0.6734	NPC309692
Remote Similarity	0.6733	NPC34780
Remote Similarity	0.6731	NPC267414
Remote Similarity	0.673	NPC163829
Remote Similarity	0.6721	NPC110419
Remote Similarity	0.672	NPC165389
Remote Similarity	0.672	NPC163883
Remote Similarity	0.672	NPC93498
Remote Similarity	0.672	NPC289438
Remote Similarity	0.6719	NPC78103
Remote Similarity	0.6719	NPC470402
Remote Similarity	0.6719	NPC78071
Remote Similarity	0.6719	NPC63454
Remote Similarity	0.6719	NPC183851
Remote Similarity	0.6718	NPC284842
Remote Similarity	0.6718	NPC124038
Remote Similarity	0.6717	NPC308267
Remote Similarity	0.6714	NPC257728
Remote Similarity	0.6702	NPC139293
Remote Similarity	0.6702	NPC195763
Remote Similarity	0.6702	NPC82592
Remote Similarity	0.6702	NPC79998
Remote Similarity	0.6702	NPC264550
Remote Similarity	0.6702	NPC16082
Remote Similarity	0.6702	NPC199926
Remote Similarity	0.6702	NPC264289
Remote Similarity	0.6702	NPC200060
Remote Similarity	0.6702	NPC208197
Remote Similarity	0.6702	NPC142876
Remote Similarity	0.6702	NPC333691
Remote Similarity	0.6702	NPC69430
Remote Similarity	0.6702	NPC40290
Remote Similarity	0.6701	NPC472859
Remote Similarity	0.6701	NPC311803
Remote Similarity	0.6701	NPC25389
Remote Similarity	0.6699	NPC242728
Remote Similarity	0.6699	NPC471031
Remote Similarity	0.6699	NPC469689
Remote Similarity	0.6698	NPC158551
Remote Similarity	0.6685	NPC299154
Remote Similarity	0.6684	NPC60972
Remote Similarity	0.6684	NPC284127
Remote Similarity	0.6684	NPC146277
Remote Similarity	0.6684	NPC19380
Remote Similarity	0.6684	NPC476410
Remote Similarity	0.6684	NPC247251
Remote Similarity	0.6684	NPC477231
Remote Similarity	0.6684	NPC182119
Remote Similarity	0.6684	NPC182257
Remote Similarity	0.6684	NPC39732
Remote Similarity	0.6684	NPC470088
Remote Similarity	0.6684	NPC257648
Remote Similarity	0.6684	NPC87317
Remote Similarity	0.6684	NPC172202
Remote Similarity	0.6683	NPC14622
Remote Similarity	0.6683	NPC73020
Remote Similarity	0.6683	NPC63152
Remote Similarity	0.6683	NPC215098
Remote Similarity	0.6683	NPC262725
Remote Similarity	0.6683	NPC70290
Remote Similarity	0.6683	NPC116007
Remote Similarity	0.6683	NPC124302
Remote Similarity	0.6683	NPC46744
Remote Similarity	0.6682	NPC153365

Drug Structure

NPD3473 OpenBabel08211703112D 34 36 0 0 1 0 0 0 0 0999 V2000 2.3554 2.6160 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 -5.1962 3.0000 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 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 1.9487 1.7024 0.0000 C 0 0 2 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 -0.8660 -1.5000 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 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7796 0.0933 0.0000 C 0 0 2 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 -1.7321 -1.0000 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 2 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 -0.8660 -2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 3.4432 0.7319 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9875 -0.8849 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 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 1.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8500 -0.1817 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9385 -1.1939 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 28 1 0 0 0 0 3 29 1 0 0 0 0 4 30 1 0 0 0 0 5 9 2 0 0 0 0 5 11 1 0 0 0 0 6 9 1 0 0 0 0 6 12 2 0 0 0 0 7 10 2 0 0 0 0 7 23 1 0 0 0 0 8 1 1 6 0 0 0 8 13 1 0 0 0 0 8 31 1 0 0 0 0 9 17 1 0 0 0 0 10 16 1 0 0 0 0 10 20 1 0 0 0 0 11 15 2 0 0 0 0 11 28 1 0 0 0 0 12 15 1 0 0 0 0 12 29 1 0 0 0 0 13 14 1 0 0 0 0 13 24 1 1 0 0 0 14 18 1 0 0 0 0 14 25 1 1 0 0 0 15 30 1 0 0 0 0 16 21 2 3 0 0 0 16 22 1 0 0 0 0 17 21 1 0 0 0 0 17 26 2 0 0 0 0 18 23 1 6 0 0 0 18 31 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 19 27 1 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 27 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011637
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	439.14
ALogP	-2.7969
MLogP	2.23
XLogP	0.906
HDA	8
HBD	3
Rotatable Bonds	14
TPSA	142.64
RO5 Violation	0