NPASS drugs

Drug Information

Drug ID:	NPD7451
Drug Name:	frakefamide
Molecular Formula:	C30H34FN5O5
Canonical SMILES:	Fc1ccc(cc1)C[C@@H](C(=N[C@H](C(=N)O)Cc1ccccc1)O)N=C([C@H](N=C([C@H](Cc1ccc(cc1)O)N)O)C)O
Standard InCHI:	InChI=1S/C30H34FN5O5/c1-18(34-29(40)24(32)15-20-9-13-23(37)14-10-20)28(39)36-26(17-21-7-11-22(31)12-8-21)30(41)35-25(27(33)38)16-19-5-3-2-4-6-19/h2-14,18,24-26,37H,15-17,32H2,1H3,(H2,33,38)(H,34,40)(H,35,41)(H,36,39)/t18-,24+,25+,26+/m1/s1
Standard InCHIKey:	GTPHQORJKFJIRB-JTQLPTLWSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7451

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	125
0.1-0.2	845
0.2-0.3	4700
0.3-0.4	8111
0.4-0.5	7249
0.5-0.6	8163
0.6-0.7	1480
0.7-0.8	197
0.8-0.85	14
0.85-0.9	5
0.9-0.95	1
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
High Similarity	0.9167	NPC283760
High Similarity	0.8843	NPC311737
High Similarity	0.8843	NPC38458
High Similarity	0.8833	NPC317254
High Similarity	0.876	NPC326966
High Similarity	0.876	NPC82963
Intermediate Similarity	0.8485	NPC267237
Intermediate Similarity	0.8462	NPC325651
Intermediate Similarity	0.8443	NPC118202
Intermediate Similarity	0.8409	NPC244866
Intermediate Similarity	0.8333	NPC258056
Intermediate Similarity	0.8264	NPC474149
Intermediate Similarity	0.825	NPC96224
Intermediate Similarity	0.825	NPC24101
Intermediate Similarity	0.8248	NPC168861
Intermediate Similarity	0.8235	NPC231705
Intermediate Similarity	0.8235	NPC214988
Intermediate Similarity	0.8167	NPC142297
Intermediate Similarity	0.8099	NPC153690
Intermediate Similarity	0.8045	NPC271808
Intermediate Similarity	0.7983	NPC178902
Intermediate Similarity	0.7969	NPC268572
Intermediate Similarity	0.7923	NPC27581
Intermediate Similarity	0.7826	NPC64205
Intermediate Similarity	0.7786	NPC476989
Intermediate Similarity	0.7786	NPC474862
Intermediate Similarity	0.7752	NPC122009
Intermediate Similarity	0.7731	NPC125732
Intermediate Similarity	0.7692	NPC319950
Intermediate Similarity	0.7692	NPC43275
Intermediate Similarity	0.7674	NPC283468
Intermediate Similarity	0.7671	NPC233702
Intermediate Similarity	0.766	NPC197921
Intermediate Similarity	0.7655	NPC245974
Intermediate Similarity	0.7647	NPC107619
Intermediate Similarity	0.7639	NPC247298
Intermediate Similarity	0.7632	NPC223207
Intermediate Similarity	0.7606	NPC469360
Intermediate Similarity	0.7606	NPC91953
Intermediate Similarity	0.76	NPC290566
Intermediate Similarity	0.76	NPC145638
Intermediate Similarity	0.7591	NPC474091
Intermediate Similarity	0.7589	NPC48202
Intermediate Similarity	0.7582	NPC290755
Intermediate Similarity	0.7582	NPC304074
Intermediate Similarity	0.7582	NPC471771
Intermediate Similarity	0.7574	NPC296712
Intermediate Similarity	0.7571	NPC6570
Intermediate Similarity	0.7552	NPC326241
Intermediate Similarity	0.7537	NPC307020
Intermediate Similarity	0.7536	NPC45191
Intermediate Similarity	0.7532	NPC328649
Intermediate Similarity	0.7519	NPC213
Intermediate Similarity	0.7519	NPC10286
Intermediate Similarity	0.7518	NPC478147
Intermediate Similarity	0.7517	NPC16188
Intermediate Similarity	0.7483	NPC212850
Intermediate Similarity	0.7483	NPC189724
Intermediate Similarity	0.7483	NPC83289
Intermediate Similarity	0.7481	NPC95733
Intermediate Similarity	0.7481	NPC62101
Intermediate Similarity	0.7462	NPC106551
Intermediate Similarity	0.7462	NPC281686
Intermediate Similarity	0.7462	NPC188867
Intermediate Similarity	0.745	NPC476742
Intermediate Similarity	0.7444	NPC284078
Intermediate Similarity	0.7442	NPC142599
Intermediate Similarity	0.7434	NPC469243
Intermediate Similarity	0.7426	NPC29477
Intermediate Similarity	0.7419	NPC211551
Intermediate Similarity	0.7417	NPC56635
Intermediate Similarity	0.741	NPC475735
Intermediate Similarity	0.741	NPC114102
Intermediate Similarity	0.7407	NPC211218
Intermediate Similarity	0.74	NPC476741
Intermediate Similarity	0.7398	NPC68055
Intermediate Similarity	0.7388	NPC142577
Intermediate Similarity	0.7385	NPC37302
Intermediate Similarity	0.7377	NPC155847
Intermediate Similarity	0.7377	NPC289381
Intermediate Similarity	0.7368	NPC263835
Intermediate Similarity	0.7365	NPC476743
Intermediate Similarity	0.7365	NPC473491
Intermediate Similarity	0.7357	NPC471953
Intermediate Similarity	0.7347	NPC5462
Intermediate Similarity	0.7333	NPC26244
Intermediate Similarity	0.7333	NPC25565
Intermediate Similarity	0.7324	NPC6913
Intermediate Similarity	0.732	NPC475544
Intermediate Similarity	0.7319	NPC477839
Intermediate Similarity	0.7319	NPC251571
Intermediate Similarity	0.7315	NPC476744
Intermediate Similarity	0.7293	NPC239697
Intermediate Similarity	0.7287	NPC146422
Intermediate Similarity	0.7286	NPC257390
Intermediate Similarity	0.7286	NPC473724
Intermediate Similarity	0.7273	NPC473388
Intermediate Similarity	0.7273	NPC475439
Intermediate Similarity	0.7273	NPC311242
Intermediate Similarity	0.7273	NPC33168
Intermediate Similarity	0.7273	NPC473501
Intermediate Similarity	0.7267	NPC202198
Intermediate Similarity	0.726	NPC222039
Intermediate Similarity	0.726	NPC100478
Intermediate Similarity	0.7255	NPC244336
Intermediate Similarity	0.725	NPC151715
Intermediate Similarity	0.725	NPC196243
Intermediate Similarity	0.7246	NPC476353
Intermediate Similarity	0.7236	NPC29601
Intermediate Similarity	0.7234	NPC214869
Intermediate Similarity	0.7234	NPC149379
Intermediate Similarity	0.7226	NPC4974
Intermediate Similarity	0.7226	NPC133470
Intermediate Similarity	0.7226	NPC289776
Intermediate Similarity	0.7226	NPC191863
Intermediate Similarity	0.7218	NPC85276
Intermediate Similarity	0.7214	NPC35961
Intermediate Similarity	0.7214	NPC52029
Intermediate Similarity	0.7214	NPC195749
Intermediate Similarity	0.7206	NPC471314
Intermediate Similarity	0.7206	NPC471315
Intermediate Similarity	0.7192	NPC474128
Intermediate Similarity	0.719	NPC326349
Intermediate Similarity	0.719	NPC323336
Intermediate Similarity	0.7185	NPC273830
Intermediate Similarity	0.7181	NPC132771
Intermediate Similarity	0.7179	NPC63931
Intermediate Similarity	0.7171	NPC473580
Intermediate Similarity	0.7161	NPC241794
Intermediate Similarity	0.7152	NPC56685
Intermediate Similarity	0.7143	NPC55561
Intermediate Similarity	0.7143	NPC266741
Intermediate Similarity	0.7143	NPC155838
Intermediate Similarity	0.7143	NPC137096
Intermediate Similarity	0.7134	NPC61004
Intermediate Similarity	0.7133	NPC71888
Intermediate Similarity	0.7133	NPC120114
Intermediate Similarity	0.7123	NPC323123
Intermediate Similarity	0.7122	NPC301713
Intermediate Similarity	0.7121	NPC303370
Intermediate Similarity	0.7113	NPC328070
Intermediate Similarity	0.7111	NPC160120
Intermediate Similarity	0.7111	NPC289330
Intermediate Similarity	0.7111	NPC41801
Intermediate Similarity	0.7111	NPC53596
Intermediate Similarity	0.7111	NPC471308
Intermediate Similarity	0.7111	NPC17388
Intermediate Similarity	0.7109	NPC97811
Intermediate Similarity	0.7107	NPC274198
Intermediate Similarity	0.7107	NPC198254
Intermediate Similarity	0.7105	NPC475432
Intermediate Similarity	0.7105	NPC47672
Intermediate Similarity	0.7103	NPC471201
Intermediate Similarity	0.7103	NPC204848
Intermediate Similarity	0.7103	NPC322526
Intermediate Similarity	0.7103	NPC14600
Intermediate Similarity	0.7103	NPC41473
Intermediate Similarity	0.7103	NPC312770
Intermediate Similarity	0.7103	NPC160607
Intermediate Similarity	0.7095	NPC81026
Intermediate Similarity	0.7092	NPC259665
Intermediate Similarity	0.7092	NPC89769
Intermediate Similarity	0.7092	NPC126859
Intermediate Similarity	0.709	NPC317784
Intermediate Similarity	0.709	NPC142638
Intermediate Similarity	0.7089	NPC141957
Intermediate Similarity	0.7087	NPC271274
Intermediate Similarity	0.7083	NPC45040
Intermediate Similarity	0.7081	NPC158277
Intermediate Similarity	0.7078	NPC233926
Intermediate Similarity	0.7077	NPC166837
Intermediate Similarity	0.7073	NPC226096
Intermediate Similarity	0.7073	NPC290515
Intermediate Similarity	0.7073	NPC164514
Intermediate Similarity	0.7073	NPC108606
Intermediate Similarity	0.7073	NPC303611
Intermediate Similarity	0.7071	NPC186898
Intermediate Similarity	0.7063	NPC194390
Intermediate Similarity	0.7063	NPC113326
Intermediate Similarity	0.7063	NPC224610
Intermediate Similarity	0.7063	NPC88267
Intermediate Similarity	0.7059	NPC326079
Intermediate Similarity	0.7059	NPC83279
Intermediate Similarity	0.7059	NPC244509
Intermediate Similarity	0.7059	NPC280347
Intermediate Similarity	0.7059	NPC127402
Intermediate Similarity	0.7059	NPC324702
Intermediate Similarity	0.7059	NPC476268
Intermediate Similarity	0.7059	NPC177420
Intermediate Similarity	0.7059	NPC318357
Intermediate Similarity	0.7059	NPC172128
Intermediate Similarity	0.7055	NPC170170
Intermediate Similarity	0.7055	NPC219233
Intermediate Similarity	0.7055	NPC211468
Intermediate Similarity	0.7055	NPC299583
Intermediate Similarity	0.705	NPC318965
Intermediate Similarity	0.7047	NPC119569
Intermediate Similarity	0.7044	NPC280022
Intermediate Similarity	0.704	NPC7686
Intermediate Similarity	0.704	NPC91461

Drug Structure

NPD7451 OpenBabel08211712022D 49 51 0 0 1 0 0 0 0 0999 V2000 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -4.0000 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 3.4641 -3.0000 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 -1.5000 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 4.3301 -2.5000 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 0.0000 -1.0000 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 5.1962 -4.0000 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 0.0000 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 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 2.5981 -2.5000 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 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 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 19 2 0 0 0 0 6 19 1 0 0 0 0 7 11 1 0 0 0 0 7 21 2 0 0 0 0 8 12 2 0 0 0 0 8 21 1 0 0 0 0 9 13 1 0 0 0 0 9 20 2 0 0 0 0 10 14 2 0 0 0 0 10 20 1 0 0 0 0 11 22 2 0 0 0 0 12 22 1 0 0 0 0 13 23 2 0 0 0 0 14 23 1 0 0 0 0 15 20 1 0 0 0 0 16 19 1 0 0 0 0 17 21 1 0 0 0 0 18 1 1 6 0 0 0 18 28 1 0 0 0 0 18 34 1 0 0 0 0 22 31 1 0 0 0 0 23 37 1 0 0 0 0 24 15 1 1 0 0 0 24 29 1 0 0 0 0 24 32 1 0 0 0 0 25 16 1 1 0 0 0 25 27 1 0 0 0 0 25 35 1 0 0 0 0 26 17 1 1 0 0 0 26 30 1 0 0 0 0 26 36 1 0 0 0 0 27 33 2 0 0 0 0 27 38 1 0 0 0 0 28 36 2 3 0 0 0 28 39 1 0 0 0 0 29 34 2 3 0 0 0 29 40 1 0 0 0 0 30 35 2 3 0 0 0 30 41 1 0 0 0 0 32 42 1 0 0 0 0 32 43 1 0 0 0 0 33 44 1 0 0 0 0 37 45 1 0 0 0 0 38 46 1 0 0 0 0 39 47 1 0 0 0 0 40 48 1 0 0 0 0 41 49 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006724
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	563.25
ALogP	-1.4468
MLogP	3.55
XLogP	6.063
HDA	9
HBD	7
Rotatable Bonds	21
TPSA	188.1
RO5 Violation	3