NPASS drugs

Drug Information

Drug ID:	NPD1070
Drug Name:	Melphalan
Molecular Formula:	C13H18Cl2N2O2
Canonical SMILES:	ClCCN(c1ccc(cc1)C[C@@H](C(=O)O)N)CCCl
Standard InCHI:	InChI=1S/C13H18Cl2N2O2/c14-5-7-17(8-6-15)11-3-1-10(2-4-11)9-12(16)13(18)19/h1-4,12H,5-9,16H2,(H,18,19)/t12-/m0/s1
Standard InCHIKey:	SGDBTWWWUNNDEQ-LBPRGKRZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1070

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	104
0.1-0.2	1064
0.2-0.3	6422
0.3-0.4	15020
0.4-0.5	5895
0.5-0.6	2036
0.6-0.7	320
0.7-0.8	29
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	0.7986	NPC287358
Intermediate Similarity	0.7518	NPC322433
Intermediate Similarity	0.7464	NPC58827
Intermediate Similarity	0.7464	NPC307437
Intermediate Similarity	0.7464	NPC72473
Intermediate Similarity	0.7448	NPC43477
Intermediate Similarity	0.7381	NPC67043
Intermediate Similarity	0.7377	NPC293628
Intermediate Similarity	0.7377	NPC10781
Intermediate Similarity	0.7377	NPC122493
Intermediate Similarity	0.7305	NPC314098
Intermediate Similarity	0.7273	NPC253476
Intermediate Similarity	0.7236	NPC324569
Intermediate Similarity	0.7222	NPC164859
Intermediate Similarity	0.72	NPC478039
Intermediate Similarity	0.7194	NPC470343
Intermediate Similarity	0.7194	NPC472244
Intermediate Similarity	0.7162	NPC472241
Intermediate Similarity	0.7143	NPC472243
Intermediate Similarity	0.7113	NPC314431
Intermediate Similarity	0.7109	NPC476198
Intermediate Similarity	0.7099	NPC319579
Intermediate Similarity	0.707	NPC36495
Intermediate Similarity	0.7054	NPC327481
Intermediate Similarity	0.7045	NPC329011
Intermediate Similarity	0.704	NPC322598
Intermediate Similarity	0.7027	NPC242933
Intermediate Similarity	0.702	NPC472242
Intermediate Similarity	0.7013	NPC314223
Remote Similarity	0.6993	NPC472245
Remote Similarity	0.6992	NPC474584
Remote Similarity	0.6959	NPC319645
Remote Similarity	0.6957	NPC316582
Remote Similarity	0.695	NPC474926
Remote Similarity	0.6884	NPC226143
Remote Similarity	0.6875	NPC194562
Remote Similarity	0.6871	NPC173295
Remote Similarity	0.685	NPC12730
Remote Similarity	0.6842	NPC314186
Remote Similarity	0.6838	NPC197470
Remote Similarity	0.6835	NPC150323
Remote Similarity	0.6815	NPC57051
Remote Similarity	0.6812	NPC228515
Remote Similarity	0.6806	NPC150863
Remote Similarity	0.6792	NPC61013
Remote Similarity	0.6792	NPC123241
Remote Similarity	0.6759	NPC280807
Remote Similarity	0.675	NPC193410
Remote Similarity	0.6728	NPC189116
Remote Similarity	0.6727	NPC292265
Remote Similarity	0.6708	NPC472102
Remote Similarity	0.6708	NPC248117
Remote Similarity	0.6708	NPC309531
Remote Similarity	0.6691	NPC229353
Remote Similarity	0.6689	NPC315051
Remote Similarity	0.6689	NPC316104
Remote Similarity	0.6689	NPC162417
Remote Similarity	0.6667	NPC282339
Remote Similarity	0.6667	NPC293458
Remote Similarity	0.6667	NPC14849
Remote Similarity	0.6667	NPC99632
Remote Similarity	0.6647	NPC248862
Remote Similarity	0.6647	NPC149155
Remote Similarity	0.6647	NPC203468
Remote Similarity	0.6647	NPC110500
Remote Similarity	0.6647	NPC328611
Remote Similarity	0.6646	NPC472114
Remote Similarity	0.6646	NPC472115
Remote Similarity	0.6643	NPC177684
Remote Similarity	0.6643	NPC291962
Remote Similarity	0.6627	NPC131450
Remote Similarity	0.6627	NPC147298
Remote Similarity	0.6627	NPC182057
Remote Similarity	0.6607	NPC267885
Remote Similarity	0.6605	NPC68650
Remote Similarity	0.6605	NPC474058
Remote Similarity	0.6597	NPC205946
Remote Similarity	0.6596	NPC112373
Remote Similarity	0.6596	NPC258531
Remote Similarity	0.6596	NPC130931
Remote Similarity	0.6596	NPC161956
Remote Similarity	0.6596	NPC179605
Remote Similarity	0.6596	NPC279385
Remote Similarity	0.6593	NPC313981
Remote Similarity	0.6587	NPC285622
Remote Similarity	0.6568	NPC217372
Remote Similarity	0.6568	NPC15573
Remote Similarity	0.6568	NPC183662
Remote Similarity	0.6554	NPC476685
Remote Similarity	0.6554	NPC476687
Remote Similarity	0.6554	NPC476689
Remote Similarity	0.6552	NPC477937
Remote Similarity	0.6549	NPC103292
Remote Similarity	0.6536	NPC316202
Remote Similarity	0.6532	NPC316141
Remote Similarity	0.6531	NPC477432
Remote Similarity	0.6529	NPC99043
Remote Similarity	0.6529	NPC218594
Remote Similarity	0.6529	NPC126709
Remote Similarity	0.6529	NPC283219
Remote Similarity	0.6529	NPC219336
Remote Similarity	0.6529	NPC248041
Remote Similarity	0.6528	NPC317758
Remote Similarity	0.6528	NPC192533
Remote Similarity	0.6519	NPC473329
Remote Similarity	0.6506	NPC224970
Remote Similarity	0.6506	NPC223595
Remote Similarity	0.6506	NPC167724
Remote Similarity	0.65	NPC478076
Remote Similarity	0.6489	NPC291610
Remote Similarity	0.6471	NPC84827
Remote Similarity	0.6471	NPC145885
Remote Similarity	0.6471	NPC14113
Remote Similarity	0.6467	NPC472118
Remote Similarity	0.6463	NPC209389
Remote Similarity	0.6458	NPC35996
Remote Similarity	0.6458	NPC254698
Remote Similarity	0.6456	NPC237649
Remote Similarity	0.6456	NPC300596
Remote Similarity	0.6454	NPC314992
Remote Similarity	0.6449	NPC276949
Remote Similarity	0.6449	NPC35850
Remote Similarity	0.6447	NPC122553
Remote Similarity	0.6434	NPC71684
Remote Similarity	0.6434	NPC257490
Remote Similarity	0.6433	NPC259678
Remote Similarity	0.6433	NPC264589
Remote Similarity	0.6429	NPC2265
Remote Similarity	0.6429	NPC318183
Remote Similarity	0.6429	NPC471164
Remote Similarity	0.6429	NPC188867
Remote Similarity	0.6429	NPC470301
Remote Similarity	0.6429	NPC106551
Remote Similarity	0.6429	NPC281686
Remote Similarity	0.642	NPC36836
Remote Similarity	0.642	NPC63370
Remote Similarity	0.6416	NPC470317
Remote Similarity	0.6407	NPC78020
Remote Similarity	0.6407	NPC470971
Remote Similarity	0.6403	NPC33742
Remote Similarity	0.6402	NPC225319
Remote Similarity	0.64	NPC235684
Remote Similarity	0.6389	NPC39818
Remote Similarity	0.6389	NPC268534
Remote Similarity	0.6382	NPC159589
Remote Similarity	0.6379	NPC97584
Remote Similarity	0.6357	NPC101139
Remote Similarity	0.6346	NPC314287
Remote Similarity	0.6346	NPC478040
Remote Similarity	0.6343	NPC52262
Remote Similarity	0.6341	NPC471122
Remote Similarity	0.634	NPC132636
Remote Similarity	0.6328	NPC321708
Remote Similarity	0.6328	NPC316405
Remote Similarity	0.6325	NPC138293
Remote Similarity	0.6325	NPC113056
Remote Similarity	0.6316	NPC471317
Remote Similarity	0.6316	NPC264482
Remote Similarity	0.6316	NPC203202
Remote Similarity	0.6312	NPC241392
Remote Similarity	0.6306	NPC130797
Remote Similarity	0.6303	NPC27904
Remote Similarity	0.6303	NPC201424
Remote Similarity	0.6301	NPC226794
Remote Similarity	0.6301	NPC469896
Remote Similarity	0.6301	NPC222466
Remote Similarity	0.6294	NPC239697
Remote Similarity	0.6289	NPC254798
Remote Similarity	0.628	NPC104345
Remote Similarity	0.628	NPC153694
Remote Similarity	0.628	NPC211525
Remote Similarity	0.6279	NPC186669
Remote Similarity	0.6276	NPC27581
Remote Similarity	0.6273	NPC475763
Remote Similarity	0.6272	NPC471778
Remote Similarity	0.6269	NPC38262
Remote Similarity	0.6268	NPC169328
Remote Similarity	0.6265	NPC176983
Remote Similarity	0.6265	NPC286871
Remote Similarity	0.6265	NPC472120
Remote Similarity	0.6265	NPC476231
Remote Similarity	0.6265	NPC472117
Remote Similarity	0.6265	NPC199737
Remote Similarity	0.6265	NPC472101
Remote Similarity	0.6259	NPC101719
Remote Similarity	0.6257	NPC469938
Remote Similarity	0.625	NPC172170
Remote Similarity	0.625	NPC214960
Remote Similarity	0.625	NPC182131
Remote Similarity	0.625	NPC474473
Remote Similarity	0.625	NPC279527
Remote Similarity	0.6243	NPC6974
Remote Similarity	0.6243	NPC213468
Remote Similarity	0.6242	NPC243673
Remote Similarity	0.6242	NPC97380
Remote Similarity	0.6242	NPC148468
Remote Similarity	0.6242	NPC122235
Remote Similarity	0.6242	NPC63210
Remote Similarity	0.6242	NPC308197
Remote Similarity	0.6242	NPC310403

Drug Structure

NPD1070 OpenBabel08201723592D 22 22 0 0 1 0 0 0 0 0999 V2000 0.8660 -1.5000 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 0.0000 -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 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 -2.5981 0.5000 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 -1.7321 -0.0000 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 1.7321 -1.0000 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 2.5981 -2.5000 0.0000 C 0 0 1 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 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 Cl 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 -0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 3.4641 -4.0000 0.0000 H 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 0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 10 2 0 0 0 0 2 4 2 0 0 0 0 2 10 1 0 0 0 0 3 11 2 0 0 0 0 4 11 1 0 0 0 0 5 7 1 0 0 0 0 5 14 1 0 0 0 0 6 8 1 0 0 0 0 6 15 1 0 0 0 0 7 17 1 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 11 17 1 0 0 0 0 12 9 1 6 0 0 0 12 13 1 0 0 0 0 12 16 1 0 0 0 0 13 18 2 0 0 0 0 13 19 1 0 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000791
DrugBank	DB01042
ChEMBL	CHEMBL852
IUPHAR/BPS	7620
PharmaGKB	PA450354
KEGG Drug	D00369
PubChem CID	460612
ChEBI	28876
CAS Number	148-82-3

Drug Properties

Molecular Weight	304.07
ALogP	0.4638
MLogP	2.23
XLogP	0.515
HDA	4
HBD	2
Rotatable Bonds	12
TPSA	66.56
RO5 Violation	0