NPASS drugs

Drug Information

Drug ID:	NPD7091
Drug Name:	FR-208419
Molecular Formula:	C28H36N4O2
Canonical SMILES:	CCC1=N[C@H](NC(=Nc2cccc(c2)C)O)CN(c2c1cccc2C)CC(=O)C1CCCCC1
Standard InCHI:	InChI=1S/C28H36N4O2/c1-4-24-23-15-9-11-20(3)27(23)32(17-25(33)21-12-6-5-7-13-21)18-26(30-24)31-28(34)29-22-14-8-10-19(2)16-22/h8-11,14-16,21,26H,4-7,12-13,17-18H2,1-3H3,(H2,29,31,34)/t26-/m1/s1
Standard InCHIKey:	GCXNRTBIKNOAFT-AREMUKBSSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7091

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	1525
0.2-0.3	9164
0.3-0.4	14241
0.4-0.5	3158
0.5-0.6	2107
0.6-0.7	497
0.7-0.8	5
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	0.719	NPC476950
Intermediate Similarity	0.716	NPC136002
Intermediate Similarity	0.7081	NPC2823
Intermediate Similarity	0.7024	NPC295021
Intermediate Similarity	0.7	NPC222029
Remote Similarity	0.6981	NPC300299
Remote Similarity	0.698	NPC313449
Remote Similarity	0.698	NPC192209
Remote Similarity	0.6975	NPC471574
Remote Similarity	0.6936	NPC21174
Remote Similarity	0.6936	NPC271797
Remote Similarity	0.6901	NPC104345
Remote Similarity	0.6897	NPC471130
Remote Similarity	0.6879	NPC472245
Remote Similarity	0.6879	NPC88970
Remote Similarity	0.686	NPC276085
Remote Similarity	0.6852	NPC83214
Remote Similarity	0.6842	NPC84317
Remote Similarity	0.6832	NPC325599
Remote Similarity	0.6826	NPC254798
Remote Similarity	0.6816	NPC471743
Remote Similarity	0.6815	NPC150863
Remote Similarity	0.681	NPC207554
Remote Similarity	0.6795	NPC477937
Remote Similarity	0.6792	NPC53044
Remote Similarity	0.679	NPC132636
Remote Similarity	0.6765	NPC117032
Remote Similarity	0.6763	NPC154478
Remote Similarity	0.6742	NPC6982
Remote Similarity	0.6733	NPC288232
Remote Similarity	0.6724	NPC68650
Remote Similarity	0.6711	NPC296163
Remote Similarity	0.6711	NPC314141
Remote Similarity	0.6706	NPC66936
Remote Similarity	0.6704	NPC161861
Remote Similarity	0.6703	NPC94752
Remote Similarity	0.6702	NPC47190
Remote Similarity	0.6686	NPC476231
Remote Similarity	0.6667	NPC280807
Remote Similarity	0.6667	NPC314431
Remote Similarity	0.6649	NPC307396
Remote Similarity	0.6628	NPC200743
Remote Similarity	0.6611	NPC242269
Remote Similarity	0.6604	NPC209389
Remote Similarity	0.66	NPC187036
Remote Similarity	0.6599	NPC302790
Remote Similarity	0.6599	NPC472538
Remote Similarity	0.6599	NPC471155
Remote Similarity	0.6597	NPC474430
Remote Similarity	0.6595	NPC228835
Remote Similarity	0.6588	NPC237649
Remote Similarity	0.6588	NPC300596
Remote Similarity	0.6584	NPC476689
Remote Similarity	0.6584	NPC476685
Remote Similarity	0.6584	NPC476687
Remote Similarity	0.6581	NPC257490
Remote Similarity	0.6581	NPC103292
Remote Similarity	0.658	NPC106118
Remote Similarity	0.6566	NPC270241
Remote Similarity	0.6562	NPC9856
Remote Similarity	0.6561	NPC276430
Remote Similarity	0.6561	NPC192533
Remote Similarity	0.6559	NPC133003
Remote Similarity	0.6559	NPC476341
Remote Similarity	0.6558	NPC226143
Remote Similarity	0.6557	NPC11126
Remote Similarity	0.6554	NPC138293
Remote Similarity	0.6554	NPC189116
Remote Similarity	0.6554	NPC113056
Remote Similarity	0.6548	NPC225400
Remote Similarity	0.6538	NPC268534
Remote Similarity	0.6532	NPC471132
Remote Similarity	0.6527	NPC472241
Remote Similarity	0.6522	NPC16659
Remote Similarity	0.6522	NPC91179
Remote Similarity	0.6516	NPC279385
Remote Similarity	0.6516	NPC112373
Remote Similarity	0.6516	NPC258531
Remote Similarity	0.6516	NPC161956
Remote Similarity	0.6516	NPC179605
Remote Similarity	0.6515	NPC470786
Remote Similarity	0.6508	NPC324091
Remote Similarity	0.6505	NPC21429
Remote Similarity	0.6503	NPC14849
Remote Similarity	0.6503	NPC184437
Remote Similarity	0.6497	NPC473376
Remote Similarity	0.6497	NPC191863
Remote Similarity	0.6497	NPC289776
Remote Similarity	0.6497	NPC133470
Remote Similarity	0.6497	NPC469741
Remote Similarity	0.6491	NPC109787
Remote Similarity	0.6474	NPC71684
Remote Similarity	0.6474	NPC475915
Remote Similarity	0.6471	NPC204141
Remote Similarity	0.6467	NPC213468
Remote Similarity	0.6467	NPC219336
Remote Similarity	0.6467	NPC265710
Remote Similarity	0.6452	NPC470317
Remote Similarity	0.6452	NPC177684
Remote Similarity	0.6452	NPC291962
Remote Similarity	0.645	NPC314114
Remote Similarity	0.6443	NPC34837
Remote Similarity	0.6441	NPC27904
Remote Similarity	0.6437	NPC281094
Remote Similarity	0.6432	NPC15840
Remote Similarity	0.6416	NPC206592
Remote Similarity	0.6413	NPC183662
Remote Similarity	0.6413	NPC217372
Remote Similarity	0.6413	NPC15573
Remote Similarity	0.6412	NPC472242
Remote Similarity	0.6409	NPC194411
Remote Similarity	0.6409	NPC472118
Remote Similarity	0.6407	NPC472243
Remote Similarity	0.6402	NPC162417
Remote Similarity	0.6402	NPC316104
Remote Similarity	0.6393	NPC328611
Remote Similarity	0.6393	NPC469938
Remote Similarity	0.6393	NPC248862
Remote Similarity	0.6391	NPC478040
Remote Similarity	0.6386	NPC287358
Remote Similarity	0.6378	NPC182057
Remote Similarity	0.6378	NPC131450
Remote Similarity	0.6378	NPC147298
Remote Similarity	0.6375	NPC252794
Remote Similarity	0.6374	NPC470440
Remote Similarity	0.6374	NPC355
Remote Similarity	0.6374	NPC478039
Remote Similarity	0.6369	NPC271734
Remote Similarity	0.6369	NPC316202
Remote Similarity	0.6368	NPC175474
Remote Similarity	0.6364	NPC470205
Remote Similarity	0.6359	NPC248601
Remote Similarity	0.6358	NPC473329
Remote Similarity	0.6354	NPC272458
Remote Similarity	0.6353	NPC314186
Remote Similarity	0.6349	NPC141612
Remote Similarity	0.6349	NPC17273
Remote Similarity	0.6349	NPC135601
Remote Similarity	0.6344	NPC88110
Remote Similarity	0.6344	NPC469896
Remote Similarity	0.6335	NPC313293
Remote Similarity	0.6335	NPC472112
Remote Similarity	0.633	NPC471742
Remote Similarity	0.633	NPC467063
Remote Similarity	0.6329	NPC39818
Remote Similarity	0.6328	NPC299594
Remote Similarity	0.6325	NPC471123
Remote Similarity	0.6324	NPC284775
Remote Similarity	0.6324	NPC54744
Remote Similarity	0.6324	NPC240088
Remote Similarity	0.6324	NPC473380
Remote Similarity	0.6324	NPC157583
Remote Similarity	0.6324	NPC68354
Remote Similarity	0.6322	NPC33421
Remote Similarity	0.6319	NPC471943
Remote Similarity	0.6316	NPC17059
Remote Similarity	0.6313	NPC194881
Remote Similarity	0.6312	NPC472244
Remote Similarity	0.6312	NPC470343
Remote Similarity	0.6304	NPC37423
Remote Similarity	0.6304	NPC275305
Remote Similarity	0.6302	NPC473763
Remote Similarity	0.6302	NPC117244
Remote Similarity	0.6302	NPC92803
Remote Similarity	0.63	NPC471191
Remote Similarity	0.6298	NPC49217
Remote Similarity	0.6294	NPC81654
Remote Similarity	0.6294	NPC249150
Remote Similarity	0.6294	NPC79129
Remote Similarity	0.6294	NPC313985
Remote Similarity	0.6294	NPC195461
Remote Similarity	0.6294	NPC49196
Remote Similarity	0.6292	NPC221786
Remote Similarity	0.6292	NPC475990
Remote Similarity	0.6292	NPC474880
Remote Similarity	0.6289	NPC157828
Remote Similarity	0.6289	NPC195239
Remote Similarity	0.6283	NPC18890
Remote Similarity	0.6283	NPC473666
Remote Similarity	0.6283	NPC213629
Remote Similarity	0.6282	NPC220698
Remote Similarity	0.628	NPC207428
Remote Similarity	0.628	NPC40364
Remote Similarity	0.6278	NPC223207
Remote Similarity	0.6277	NPC117027
Remote Similarity	0.6276	NPC50503
Remote Similarity	0.6275	NPC6865
Remote Similarity	0.6275	NPC471193
Remote Similarity	0.6275	NPC471194
Remote Similarity	0.6275	NPC153980
Remote Similarity	0.6273	NPC119326
Remote Similarity	0.6272	NPC471164
Remote Similarity	0.6271	NPC172937
Remote Similarity	0.6271	NPC94167
Remote Similarity	0.6271	NPC184476
Remote Similarity	0.6265	NPC314835
Remote Similarity	0.6263	NPC99428
Remote Similarity	0.6258	NPC313673
Remote Similarity	0.6258	NPC194562
Remote Similarity	0.6257	NPC477042

Drug Structure

NPD7091 OpenBabel08211711362D 36 39 0 0 1 0 0 0 0 0999 V2000 -2.4565 -2.7786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6774 -1.0737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5830 -0.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6790 -1.8037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0448 2.1539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8223 1.1790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3118 2.8341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1774 1.5243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1490 -2.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6774 0.6583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7170 -2.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8667 0.8843 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3562 2.5394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1774 1.5243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0151 -2.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1774 -0.2077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9556 0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6802 0.7331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1774 -0.2077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7170 -1.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1337 1.5644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6774 0.6583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0151 -1.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9459 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1781 1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6774 0.6583 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1490 -0.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1774 1.5243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6774 0.6583 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2407 -0.1679 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1774 1.5243 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 0.4450 1.9499 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6774 2.3904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6774 2.3904 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6774 2.3904 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 24 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 11 2 0 0 0 0 9 15 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 21 1 0 0 0 0 14 22 2 0 0 0 0 15 23 2 0 0 0 0 16 19 2 0 0 0 0 16 22 1 0 0 0 0 17 25 1 0 0 0 0 17 32 1 0 0 0 0 18 26 1 0 0 0 0 18 32 1 0 0 0 0 20 27 2 0 0 0 0 21 25 1 0 0 0 0 22 29 1 0 0 0 0 23 24 1 0 0 0 0 23 27 1 0 0 0 0 24 30 2 0 0 0 0 25 33 2 0 0 0 0 26 30 1 0 0 0 0 26 31 1 6 0 0 0 27 32 1 0 0 0 0 28 29 2 3 0 0 0 28 31 1 0 0 0 0 28 34 1 0 0 0 0 31 35 1 0 0 0 0 34 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011410
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	460.28
ALogP	-0.1712
MLogP	3.88
XLogP	7.126
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	77.29
RO5 Violation	1