NPASS drugs

Drug Information

Drug ID:	NPD5982
Drug Name:	melphalan flufenamide
Molecular Formula:	C24H30Cl2FN3O3
Canonical SMILES:	ClCCN(c1ccc(cc1)C[C@@H](C(=N[C@H](C(=O)OCC)Cc1ccc(cc1)F)O)N)CCCl
Standard InCHI:	InChI=1S/C24H30Cl2FN3O3/c1-2-33-24(32)22(16-18-3-7-19(27)8-4-18)29-23(31)21(28)15-17-5-9-20(10-6-17)30(13-11-25)14-12-26/h3-10,21-22H,2,11-16,28H2,1H3,(H,29,31)/t21-,22-/m0/s1
Standard InCHIKey:	YQZNKYXGZSVEHI-VXKWHMMOSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5982

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	96
0.1-0.2	777
0.2-0.3	4563
0.3-0.4	15463
0.4-0.5	6899
0.5-0.6	2562
0.6-0.7	524
0.7-0.8	6
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	0.7987	NPC287358
Intermediate Similarity	0.7286	NPC319579
Intermediate Similarity	0.7037	NPC478039
Intermediate Similarity	0.7034	NPC197470
Intermediate Similarity	0.7	NPC35996
Intermediate Similarity	0.7	NPC189116
Remote Similarity	0.6948	NPC314431
Remote Similarity	0.6944	NPC474584
Remote Similarity	0.6914	NPC314186
Remote Similarity	0.6908	NPC474926
Remote Similarity	0.6894	NPC472241
Remote Similarity	0.6879	NPC327481
Remote Similarity	0.6875	NPC472243
Remote Similarity	0.6867	NPC314223
Remote Similarity	0.6863	NPC477937
Remote Similarity	0.6824	NPC169328
Remote Similarity	0.6813	NPC319645
Remote Similarity	0.6797	NPC4974
Remote Similarity	0.6786	NPC164859
Remote Similarity	0.6779	NPC310467
Remote Similarity	0.6768	NPC472242
Remote Similarity	0.6759	NPC329011
Remote Similarity	0.6755	NPC71684
Remote Similarity	0.6731	NPC472245
Remote Similarity	0.6706	NPC63370
Remote Similarity	0.6706	NPC36836
Remote Similarity	0.6689	NPC316582
Remote Similarity	0.6686	NPC68650
Remote Similarity	0.6667	NPC150863
Remote Similarity	0.6667	NPC314992
Remote Similarity	0.6667	NPC469427
Remote Similarity	0.6667	NPC469896
Remote Similarity	0.6667	NPC285622
Remote Similarity	0.6667	NPC469426
Remote Similarity	0.6647	NPC473297
Remote Similarity	0.6646	NPC132636
Remote Similarity	0.6645	NPC322433
Remote Similarity	0.6628	NPC36495
Remote Similarity	0.6626	NPC43477
Remote Similarity	0.6626	NPC161069
Remote Similarity	0.6623	NPC226143
Remote Similarity	0.6615	NPC476874
Remote Similarity	0.6611	NPC219336
Remote Similarity	0.6603	NPC72473
Remote Similarity	0.6603	NPC58827
Remote Similarity	0.6603	NPC307437
Remote Similarity	0.6595	NPC175474
Remote Similarity	0.6592	NPC267885
Remote Similarity	0.659	NPC474058
Remote Similarity	0.6587	NPC254798
Remote Similarity	0.6582	NPC314098
Remote Similarity	0.6581	NPC470343
Remote Similarity	0.6581	NPC472244
Remote Similarity	0.6579	NPC477061
Remote Similarity	0.6579	NPC45777
Remote Similarity	0.6576	NPC235684
Remote Similarity	0.6573	NPC67043
Remote Similarity	0.6571	NPC12730
Remote Similarity	0.657	NPC153694
Remote Similarity	0.657	NPC61013
Remote Similarity	0.657	NPC123241
Remote Similarity	0.657	NPC104345
Remote Similarity	0.657	NPC211525
Remote Similarity	0.6562	NPC253476
Remote Similarity	0.6556	NPC15573
Remote Similarity	0.6556	NPC217372
Remote Similarity	0.6556	NPC183662
Remote Similarity	0.6556	NPC228515
Remote Similarity	0.6556	NPC237420
Remote Similarity	0.6556	NPC14849
Remote Similarity	0.6552	NPC99632
Remote Similarity	0.6552	NPC282339
Remote Similarity	0.6552	NPC476231
Remote Similarity	0.6548	NPC300596
Remote Similarity	0.6548	NPC237649
Remote Similarity	0.6545	NPC209509
Remote Similarity	0.6536	NPC248862
Remote Similarity	0.6536	NPC149155
Remote Similarity	0.6536	NPC469938
Remote Similarity	0.6536	NPC110500
Remote Similarity	0.6536	NPC203468
Remote Similarity	0.6534	NPC472115
Remote Similarity	0.6534	NPC472114
Remote Similarity	0.6533	NPC2265
Remote Similarity	0.6532	NPC97380
Remote Similarity	0.6532	NPC310403
Remote Similarity	0.6532	NPC263709
Remote Similarity	0.6532	NPC193410
Remote Similarity	0.6532	NPC243673
Remote Similarity	0.6532	NPC148468
Remote Similarity	0.6532	NPC63210
Remote Similarity	0.6524	NPC316202
Remote Similarity	0.6519	NPC147298
Remote Similarity	0.6519	NPC213468
Remote Similarity	0.6519	NPC182057
Remote Similarity	0.6519	NPC131450
Remote Similarity	0.6519	NPC126709
Remote Similarity	0.6519	NPC280807
Remote Similarity	0.6519	NPC248041
Remote Similarity	0.6517	NPC318183
Remote Similarity	0.6517	NPC292265
Remote Similarity	0.651	NPC33742
Remote Similarity	0.6505	NPC321708
Remote Similarity	0.6497	NPC210950
Remote Similarity	0.6497	NPC478158
Remote Similarity	0.6497	NPC199738
Remote Similarity	0.6494	NPC309531
Remote Similarity	0.6494	NPC248117
Remote Similarity	0.6494	NPC472102
Remote Similarity	0.6491	NPC469903
Remote Similarity	0.649	NPC470545
Remote Similarity	0.6481	NPC127741
Remote Similarity	0.6478	NPC157311
Remote Similarity	0.6474	NPC47667
Remote Similarity	0.6471	NPC190663
Remote Similarity	0.6471	NPC80150
Remote Similarity	0.6467	NPC138775
Remote Similarity	0.6464	NPC14113
Remote Similarity	0.6464	NPC84827
Remote Similarity	0.6464	NPC145885
Remote Similarity	0.6457	NPC253667
Remote Similarity	0.6457	NPC472121
Remote Similarity	0.6457	NPC293458
Remote Similarity	0.6457	NPC35510
Remote Similarity	0.6456	NPC111428
Remote Similarity	0.645	NPC475168
Remote Similarity	0.645	NPC7817
Remote Similarity	0.6447	NPC470546
Remote Similarity	0.6446	NPC314287
Remote Similarity	0.6444	NPC328611
Remote Similarity	0.6443	NPC276949
Remote Similarity	0.6443	NPC35850
Remote Similarity	0.6441	NPC278887
Remote Similarity	0.6438	NPC8761
Remote Similarity	0.6438	NPC476685
Remote Similarity	0.6438	NPC476689
Remote Similarity	0.6438	NPC44805
Remote Similarity	0.6438	NPC476687
Remote Similarity	0.6438	NPC246913
Remote Similarity	0.6432	NPC52262
Remote Similarity	0.6429	NPC283219
Remote Similarity	0.6429	NPC122493
Remote Similarity	0.6429	NPC10781
Remote Similarity	0.6429	NPC99043
Remote Similarity	0.6429	NPC218594
Remote Similarity	0.6429	NPC293628
Remote Similarity	0.6429	NPC105717
Remote Similarity	0.6425	NPC355
Remote Similarity	0.6424	NPC470544
Remote Similarity	0.642	NPC173295
Remote Similarity	0.642	NPC314835
Remote Similarity	0.6415	NPC325651
Remote Similarity	0.6413	NPC143533
Remote Similarity	0.6407	NPC314114
Remote Similarity	0.6387	NPC160493
Remote Similarity	0.6384	NPC52059
Remote Similarity	0.6384	NPC470069
Remote Similarity	0.6383	NPC329858
Remote Similarity	0.6378	NPC471742
Remote Similarity	0.6374	NPC122590
Remote Similarity	0.6369	NPC205946
Remote Similarity	0.6364	NPC242933
Remote Similarity	0.6364	NPC263493
Remote Similarity	0.6364	NPC269398
Remote Similarity	0.6358	NPC161827
Remote Similarity	0.6345	NPC476198
Remote Similarity	0.6344	NPC316141
Remote Similarity	0.6344	NPC307396
Remote Similarity	0.6343	NPC469902
Remote Similarity	0.634	NPC49196
Remote Similarity	0.634	NPC195461
Remote Similarity	0.634	NPC81654
Remote Similarity	0.634	NPC79129
Remote Similarity	0.634	NPC313985
Remote Similarity	0.634	NPC249150
Remote Similarity	0.6337	NPC478157
Remote Similarity	0.6337	NPC470902
Remote Similarity	0.6335	NPC289299
Remote Similarity	0.6335	NPC57994
Remote Similarity	0.6333	NPC57051
Remote Similarity	0.6331	NPC264589
Remote Similarity	0.6331	NPC259678
Remote Similarity	0.633	NPC316405
Remote Similarity	0.633	NPC196251
Remote Similarity	0.633	NPC63199
Remote Similarity	0.633	NPC102338
Remote Similarity	0.633	NPC111602
Remote Similarity	0.6329	NPC136453
Remote Similarity	0.6325	NPC139326
Remote Similarity	0.6325	NPC2823
Remote Similarity	0.6324	NPC159963
Remote Similarity	0.6321	NPC52557
Remote Similarity	0.6319	NPC471317
Remote Similarity	0.6319	NPC288785
Remote Similarity	0.6319	NPC300299
Remote Similarity	0.6316	NPC473329
Remote Similarity	0.6313	NPC167724
Remote Similarity	0.6313	NPC223595
Remote Similarity	0.6313	NPC224970
Remote Similarity	0.6313	NPC470971

Drug Structure

NPD5982 OpenBabel08211708292D 36 37 0 0 1 0 0 0 0 0999 V2000 -3.4641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 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 -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 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 -2.5981 -1.5000 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 -0.8660 -0.5000 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 0.8660 2.5000 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 0.8660 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 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 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 -3.4641 -2.0000 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 0.8660 -3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 F 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 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 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 2 1 0 0 0 0 2 33 1 0 0 0 0 3 7 1 0 0 0 0 3 18 2 0 0 0 0 4 8 2 0 0 0 0 4 18 1 0 0 0 0 5 9 1 0 0 0 0 5 17 2 0 0 0 0 6 10 2 0 0 0 0 6 17 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 10 20 1 0 0 0 0 11 13 1 0 0 0 0 11 25 1 0 0 0 0 12 14 1 0 0 0 0 12 26 1 0 0 0 0 13 30 1 0 0 0 0 14 30 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 19 27 1 0 0 0 0 20 30 1 0 0 0 0 21 15 1 6 0 0 0 21 23 1 0 0 0 0 21 28 1 0 0 0 0 22 16 1 6 0 0 0 22 24 1 0 0 0 0 22 29 1 0 0 0 0 23 29 2 3 0 0 0 23 31 1 0 0 0 0 24 32 2 0 0 0 0 24 33 1 0 0 0 0 28 34 1 0 0 0 0 28 35 1 0 0 0 0 31 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001541
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	497.16
ALogP	1.2686
MLogP	3.11
XLogP	5.472
HDA	6
HBD	2
Rotatable Bonds	20
TPSA	88.15
RO5 Violation	2