NPASS drugs

Drug Information

Drug ID:	NPD1385
Drug Name:	FO-152
Molecular Formula:	C14H20FN3O7
Canonical SMILES:	CC(C(C(=O)OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(F)c(nc1=O)O)N)C
Standard InCHI:	InChI=1S/C14H20FN3O7/c1-5(2)8(16)13(22)24-4-7-9(19)10(20)12(25-7)18-3-6(15)11(21)17-14(18)23/h3,5,7-10,12,19-20H,4,16H2,1-2H3,(H,17,21,23)/t7-,8?,9-,10-,12-/m1/s1
Standard InCHIKey:	CUDUXVBVSUAOTK-ATTBJVBRSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1385

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	67
0.1-0.2	1909
0.2-0.3	17580
0.3-0.4	9696
0.4-0.5	1326
0.5-0.6	264
0.6-0.7	39
0.7-0.8	9
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	0.79	NPC171116
Intermediate Similarity	0.77	NPC163352
Intermediate Similarity	0.77	NPC210456
Intermediate Similarity	0.7647	NPC325750
Intermediate Similarity	0.7426	NPC43246
Intermediate Similarity	0.7426	NPC89051
Intermediate Similarity	0.74	NPC71339
Intermediate Similarity	0.74	NPC112842
Intermediate Similarity	0.7129	NPC106780
Remote Similarity	0.6944	NPC17892
Remote Similarity	0.6944	NPC324516
Remote Similarity	0.6944	NPC318166
Remote Similarity	0.6944	NPC36985
Remote Similarity	0.6916	NPC327344
Remote Similarity	0.6887	NPC315063
Remote Similarity	0.6881	NPC283698
Remote Similarity	0.6881	NPC73765
Remote Similarity	0.6881	NPC317639
Remote Similarity	0.68	NPC325902
Remote Similarity	0.67	NPC329077
Remote Similarity	0.6667	NPC324390
Remote Similarity	0.6636	NPC328806
Remote Similarity	0.6606	NPC322594
Remote Similarity	0.6606	NPC320249
Remote Similarity	0.6574	NPC109188
Remote Similarity	0.6552	NPC316244
Remote Similarity	0.6471	NPC149843
Remote Similarity	0.6471	NPC155087
Remote Similarity	0.6441	NPC329277
Remote Similarity	0.6434	NPC315058
Remote Similarity	0.6389	NPC62927
Remote Similarity	0.6389	NPC190334
Remote Similarity	0.6357	NPC284651
Remote Similarity	0.6355	NPC325723
Remote Similarity	0.6288	NPC313962
Remote Similarity	0.6132	NPC470783
Remote Similarity	0.6129	NPC478024
Remote Similarity	0.6111	NPC229249
Remote Similarity	0.6075	NPC319753
Remote Similarity	0.6068	NPC328914
Remote Similarity	0.6061	NPC471263
Remote Similarity	0.6047	NPC470652
Remote Similarity	0.6034	NPC328779
Remote Similarity	0.6	NPC245534
Remote Similarity	0.6	NPC280946
Remote Similarity	0.6	NPC6166
Remote Similarity	0.6	NPC226769
Remote Similarity	0.6	NPC469363
Remote Similarity	0.5954	NPC471262
Remote Similarity	0.5948	NPC120887
Remote Similarity	0.5948	NPC90240
Remote Similarity	0.5943	NPC312315
Remote Similarity	0.5932	NPC475440
Remote Similarity	0.5932	NPC475758
Remote Similarity	0.5929	NPC475801
Remote Similarity	0.5929	NPC474593
Remote Similarity	0.5922	NPC315806
Remote Similarity	0.5906	NPC259586
Remote Similarity	0.5882	NPC13175
Remote Similarity	0.5882	NPC475791
Remote Similarity	0.5877	NPC474576
Remote Similarity	0.587	NPC318142
Remote Similarity	0.5865	NPC470654
Remote Similarity	0.5865	NPC470653
Remote Similarity	0.5865	NPC470650
Remote Similarity	0.5865	NPC192521
Remote Similarity	0.5859	NPC470621
Remote Similarity	0.5859	NPC222481
Remote Similarity	0.5859	NPC313813
Remote Similarity	0.5859	NPC296043
Remote Similarity	0.5846	NPC477237
Remote Similarity	0.5827	NPC63191
Remote Similarity	0.5827	NPC471256
Remote Similarity	0.5827	NPC471202
Remote Similarity	0.5826	NPC208537
Remote Similarity	0.5826	NPC62263
Remote Similarity	0.5826	NPC173763
Remote Similarity	0.5826	NPC471098
Remote Similarity	0.5826	NPC270005
Remote Similarity	0.5814	NPC329216
Remote Similarity	0.5785	NPC475149
Remote Similarity	0.5785	NPC471097
Remote Similarity	0.5776	NPC329384
Remote Similarity	0.5772	NPC471259
Remote Similarity	0.5769	NPC476248
Remote Similarity	0.5769	NPC126186
Remote Similarity	0.5758	NPC477238
Remote Similarity	0.5752	NPC52533
Remote Similarity	0.5746	NPC477518
Remote Similarity	0.5735	NPC470651
Remote Similarity	0.5735	NPC470655
Remote Similarity	0.5725	NPC471261
Remote Similarity	0.5725	NPC469899
Remote Similarity	0.5714	NPC273185
Remote Similarity	0.5702	NPC188785
Remote Similarity	0.5702	NPC275715
Remote Similarity	0.5691	NPC62845
Remote Similarity	0.5691	NPC166242
Remote Similarity	0.5691	NPC189854
Remote Similarity	0.5691	NPC92874
Remote Similarity	0.5691	NPC322449
Remote Similarity	0.5672	NPC471255
Remote Similarity	0.566	NPC470782
Remote Similarity	0.5656	NPC471258
Remote Similarity	0.5645	NPC10897
Remote Similarity	0.5645	NPC325900
Remote Similarity	0.5645	NPC475918
Remote Similarity	0.5645	NPC475637
Remote Similarity	0.5639	NPC160688
Remote Similarity	0.5636	NPC242077
Remote Similarity	0.5636	NPC246005
Remote Similarity	0.563	NPC36254
Remote Similarity	0.561	NPC239705
Remote Similarity	0.561	NPC314398
Remote Similarity	0.561	NPC314413
Remote Similarity	0.5603	NPC476019

Drug Structure

NPD1385 OpenBabel08211700192D 30 31 0 0 1 0 0 0 0 0999 V2000 -3.3500 -2.7205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7512 -3.7386 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 -2.3554 -2.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7567 -3.6341 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 -1.9487 -1.7024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.1689 -4.4431 0.0000 C 0 0 3 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 1.7321 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 -2.1744 -4.3385 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 0.8660 2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.5756 -5.3566 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 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5866 -5.1476 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 -1.7677 -3.4250 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 -4.5702 -5.4611 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9879 -6.1656 0.0000 H 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 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 18 1 0 0 0 0 4 24 1 0 0 0 0 5 8 1 0 0 0 0 6 11 1 0 0 0 0 6 15 1 0 0 0 0 7 4 1 6 0 0 0 7 9 1 0 0 0 0 7 25 1 0 0 0 0 8 13 1 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 19 1 1 0 0 0 10 12 1 0 0 0 0 10 20 1 1 0 0 0 11 17 2 0 0 0 0 11 21 1 0 0 0 0 12 18 1 6 0 0 0 12 25 1 0 0 0 0 13 22 2 0 0 0 0 13 24 1 0 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 14 23 2 0 0 0 0 16 26 1 0 0 0 0 16 27 1 0 0 0 0 19 28 1 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001591
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.13
ALogP	-2.4949
MLogP	1.79
XLogP	-1.278
HDA	10
HBD	4
Rotatable Bonds	13
TPSA	154.91
RO5 Violation	0