NPASS drugs

Drug Information

Drug ID:	NPD5510
Drug Name:	Pralatrexate
Molecular Formula:	C23H23N7O5
Canonical SMILES:	C#CCC(c1ccc(cc1)C(=O)N[C@H](C(=O)O)CCC(=O)O)Cc1cnc2c(n1)c(N)[nH]c(=N)n2
Standard InCHI:	InChI=1S/C23H23N7O5/c1-2-3-14(10-15-11-26-20-18(27-15)19(24)29-23(25)30-20)12-4-6-13(7-5-12)21(33)28-16(22(34)35)8-9-17(31)32/h1,4-7,11,14,16H,3,8-10H2,(H,28,33)(H,31,32)(H,34,35)(H4,24,25,26,29,30)/t14?,16-/m0/s1
Standard InCHIKey:	OGSBUKJUDHAQEA-WMCAAGNKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5510

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	304
0.1-0.2	2144
0.2-0.3	11696
0.3-0.4	12284
0.4-0.5	1978
0.5-0.6	1822
0.6-0.7	638
0.7-0.8	22
0.8-0.85	0
0.85-0.9	2
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
High Similarity	0.8706	NPC147983
High Similarity	0.8706	NPC177996
Intermediate Similarity	0.743	NPC471193
Intermediate Similarity	0.743	NPC471194
Intermediate Similarity	0.7383	NPC72956
Intermediate Similarity	0.7349	NPC6865
Intermediate Similarity	0.7349	NPC153980
Intermediate Similarity	0.7264	NPC473376
Intermediate Similarity	0.7248	NPC471192
Intermediate Similarity	0.7228	NPC228835
Intermediate Similarity	0.7222	NPC328611
Intermediate Similarity	0.7222	NPC248862
Intermediate Similarity	0.715	NPC14849
Intermediate Similarity	0.7114	NPC182057
Intermediate Similarity	0.7114	NPC147298
Intermediate Similarity	0.7114	NPC131450
Intermediate Similarity	0.7064	NPC54981
Intermediate Similarity	0.7039	NPC17059
Intermediate Similarity	0.703	NPC11126
Intermediate Similarity	0.7027	NPC281049
Intermediate Similarity	0.7022	NPC64216
Intermediate Similarity	0.7004	NPC476491
Intermediate Similarity	0.7	NPC477976
Intermediate Similarity	0.7	NPC54744
Remote Similarity	0.699	NPC94752
Remote Similarity	0.6927	NPC71238
Remote Similarity	0.6898	NPC317701
Remote Similarity	0.687	NPC116622
Remote Similarity	0.6869	NPC293917
Remote Similarity	0.6849	NPC476524
Remote Similarity	0.6835	NPC471191
Remote Similarity	0.6833	NPC320968
Remote Similarity	0.6827	NPC62749
Remote Similarity	0.6812	NPC21429
Remote Similarity	0.6812	NPC477003
Remote Similarity	0.681	NPC89987
Remote Similarity	0.678	NPC283219
Remote Similarity	0.6777	NPC117244
Remote Similarity	0.6777	NPC473763
Remote Similarity	0.6773	NPC116555
Remote Similarity	0.6762	NPC213629
Remote Similarity	0.6748	NPC61011
Remote Similarity	0.6748	NPC314281
Remote Similarity	0.6748	NPC40530
Remote Similarity	0.6748	NPC73994
Remote Similarity	0.6745	NPC216550
Remote Similarity	0.6731	NPC46895
Remote Similarity	0.6725	NPC229893
Remote Similarity	0.6724	NPC69843
Remote Similarity	0.6716	NPC41717
Remote Similarity	0.6714	NPC326422
Remote Similarity	0.6701	NPC84317
Remote Similarity	0.6699	NPC126709
Remote Similarity	0.6699	NPC308931
Remote Similarity	0.6699	NPC99939
Remote Similarity	0.6699	NPC248041
Remote Similarity	0.6698	NPC210123
Remote Similarity	0.6697	NPC57398
Remote Similarity	0.6681	NPC238945
Remote Similarity	0.6667	NPC16659
Remote Similarity	0.6667	NPC171317
Remote Similarity	0.6667	NPC478158
Remote Similarity	0.6667	NPC474916
Remote Similarity	0.6652	NPC75634
Remote Similarity	0.6651	NPC471944
Remote Similarity	0.6651	NPC102592
Remote Similarity	0.6651	NPC324091
Remote Similarity	0.6651	NPC207851
Remote Similarity	0.6651	NPC79356
Remote Similarity	0.665	NPC83774
Remote Similarity	0.6635	NPC191415
Remote Similarity	0.6634	NPC203468
Remote Similarity	0.6634	NPC149155
Remote Similarity	0.6634	NPC110500
Remote Similarity	0.6634	NPC469938
Remote Similarity	0.6633	NPC154478
Remote Similarity	0.6622	NPC476525
Remote Similarity	0.662	NPC476460
Remote Similarity	0.662	NPC167710
Remote Similarity	0.6618	NPC265710
Remote Similarity	0.6617	NPC478182
Remote Similarity	0.6608	NPC267811
Remote Similarity	0.6606	NPC121327
Remote Similarity	0.6605	NPC294693
Remote Similarity	0.6605	NPC202812
Remote Similarity	0.6604	NPC321708
Remote Similarity	0.6603	NPC470205
Remote Similarity	0.6603	NPC102755
Remote Similarity	0.6602	NPC267885
Remote Similarity	0.6599	NPC251391
Remote Similarity	0.6593	NPC478157
Remote Similarity	0.6592	NPC472070
Remote Similarity	0.6588	NPC235684
Remote Similarity	0.6588	NPC476527
Remote Similarity	0.6587	NPC91179
Remote Similarity	0.6583	NPC295452
Remote Similarity	0.6583	NPC213914
Remote Similarity	0.6583	NPC171393
Remote Similarity	0.658	NPC476817
Remote Similarity	0.6579	NPC477714
Remote Similarity	0.6577	NPC54420
Remote Similarity	0.6573	NPC74619
Remote Similarity	0.6571	NPC467063
Remote Similarity	0.6571	NPC285923
Remote Similarity	0.6571	NPC165495
Remote Similarity	0.657	NPC145885
Remote Similarity	0.657	NPC183662
Remote Similarity	0.657	NPC15573
Remote Similarity	0.657	NPC240088
Remote Similarity	0.657	NPC14113
Remote Similarity	0.657	NPC84827
Remote Similarity	0.657	NPC217372
Remote Similarity	0.657	NPC473380
Remote Similarity	0.6567	NPC225018
Remote Similarity	0.6567	NPC323244
Remote Similarity	0.656	NPC100321
Remote Similarity	0.656	NPC103361
Remote Similarity	0.6557	NPC278434
Remote Similarity	0.655	NPC293487
Remote Similarity	0.6549	NPC282247
Remote Similarity	0.6547	NPC266249
Remote Similarity	0.6545	NPC143977
Remote Similarity	0.654	NPC133003
Remote Similarity	0.6538	NPC191382
Remote Similarity	0.6538	NPC56109
Remote Similarity	0.6538	NPC219336
Remote Similarity	0.6538	NPC213468
Remote Similarity	0.6537	NPC155444
Remote Similarity	0.6535	NPC478184
Remote Similarity	0.6535	NPC477715
Remote Similarity	0.6528	NPC195239
Remote Similarity	0.6528	NPC157828
Remote Similarity	0.652	NPC477979
Remote Similarity	0.6518	NPC162860
Remote Similarity	0.6517	NPC122141
Remote Similarity	0.6514	NPC470499
Remote Similarity	0.6507	NPC88110
Remote Similarity	0.6507	NPC471997
Remote Similarity	0.6507	NPC24864
Remote Similarity	0.6504	NPC118940
Remote Similarity	0.6502	NPC477418
Remote Similarity	0.6502	NPC477420
Remote Similarity	0.6498	NPC11445
Remote Similarity	0.6498	NPC472293
Remote Similarity	0.649	NPC157583
Remote Similarity	0.649	NPC111275
Remote Similarity	0.6489	NPC123839
Remote Similarity	0.6485	NPC470203
Remote Similarity	0.6484	NPC81535
Remote Similarity	0.6482	NPC209362
Remote Similarity	0.6471	NPC56233
Remote Similarity	0.6471	NPC472062
Remote Similarity	0.6471	NPC472069
Remote Similarity	0.6471	NPC472063
Remote Similarity	0.6471	NPC478183
Remote Similarity	0.6471	NPC476874
Remote Similarity	0.6468	NPC74153
Remote Similarity	0.6468	NPC473814
Remote Similarity	0.6468	NPC78767
Remote Similarity	0.6465	NPC70406
Remote Similarity	0.6463	NPC27041
Remote Similarity	0.6457	NPC472064
Remote Similarity	0.6456	NPC328924
Remote Similarity	0.6453	NPC138293
Remote Similarity	0.6453	NPC113056
Remote Similarity	0.6452	NPC220151
Remote Similarity	0.6452	NPC135950
Remote Similarity	0.6452	NPC19692
Remote Similarity	0.6447	NPC123906
Remote Similarity	0.6439	NPC70949
Remote Similarity	0.6439	NPC78020
Remote Similarity	0.6438	NPC34837
Remote Similarity	0.6438	NPC473640
Remote Similarity	0.6436	NPC470204
Remote Similarity	0.6435	NPC47190
Remote Similarity	0.6435	NPC472292
Remote Similarity	0.6429	NPC477042
Remote Similarity	0.6429	NPC243850
Remote Similarity	0.6425	NPC300183
Remote Similarity	0.6425	NPC475506
Remote Similarity	0.6422	NPC292361
Remote Similarity	0.642	NPC316224
Remote Similarity	0.6419	NPC470732
Remote Similarity	0.6419	NPC469489
Remote Similarity	0.6419	NPC470731
Remote Similarity	0.6411	NPC314882
Remote Similarity	0.6411	NPC284775
Remote Similarity	0.6409	NPC50997
Remote Similarity	0.6409	NPC160127
Remote Similarity	0.6409	NPC472296
Remote Similarity	0.6409	NPC477004
Remote Similarity	0.6409	NPC472297
Remote Similarity	0.6408	NPC32534
Remote Similarity	0.6407	NPC315804
Remote Similarity	0.6407	NPC313804
Remote Similarity	0.6404	NPC221100
Remote Similarity	0.6404	NPC234078
Remote Similarity	0.6404	NPC478185
Remote Similarity	0.6396	NPC155143
Remote Similarity	0.6396	NPC105811

Drug Structure

NPD5510 OpenBabel08211708292D 42 44 0 0 1 0 0 0 0 0999 V2000 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 C 0 0 0 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 5.1962 5.0000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 3 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 6.9282 5.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 4.5000 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 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 0 0 0 0 0 0 0 0 0 0 7.7942 3.5000 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 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 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 3.4641 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 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 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 3 0 0 0 0 2 3 1 0 0 0 0 3 14 1 0 0 0 0 4 6 1 0 0 0 0 4 12 2 0 0 0 0 5 7 2 0 0 0 0 5 12 1 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 9 17 1 0 0 0 0 10 14 1 0 0 0 0 10 15 1 0 0 0 0 11 15 1 0 0 0 0 11 26 2 0 0 0 0 12 14 1 0 0 0 0 13 21 1 0 0 0 0 15 27 2 0 0 0 0 16 8 1 1 0 0 0 16 22 1 0 0 0 0 16 28 1 0 0 0 0 17 31 2 0 0 0 0 17 32 1 0 0 0 0 18 19 2 0 0 0 0 18 20 1 0 0 0 0 18 27 1 0 0 0 0 19 24 1 0 0 0 0 19 29 1 0 0 0 0 20 26 1 0 0 0 0 20 30 2 0 0 0 0 21 28 1 0 0 0 0 21 33 2 0 0 0 0 22 34 2 0 0 0 0 22 35 1 0 0 0 0 23 25 2 0 0 0 0 23 29 1 0 0 0 0 23 30 1 0 0 0 0 24 36 1 0 0 0 0 24 37 1 0 0 0 0 25 38 1 0 0 0 0 28 39 1 0 0 0 0 29 40 1 0 0 0 0 32 41 1 0 0 0 0 35 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001549
DrugBank	DB06813
ChEMBL	CHEMBL1201746
IUPHAR/BPS	6840
PharmaGKB
KEGG Drug	D05589
PubChem CID	148121
ChEBI	71223
CAS Number	146464-95-1

Drug Properties

Molecular Weight	477.18
ALogP	-2.4829
MLogP	2.67
XLogP	0.039
HDA	12
HBD	6
Rotatable Bonds	14
TPSA	203.74
RO5 Violation	3