NPASS drugs

Drug Information

Drug ID:	NPD6302
Drug Name:
Molecular Formula:	C25H30N4O6
Canonical SMILES:	OC(=O)C[C@@H](C(=N[C@H](C(=O)O)Cc1ccccc1)O)N=C(CCCCc1ccc(cc1)C(=N)N)O
Standard InCHI:	InChI=1S/C25H30N4O6/c26-23(27)18-12-10-16(11-13-18)6-4-5-9-21(30)28-19(15-22(31)32)24(33)29-20(25(34)35)14-17-7-2-1-3-8-17/h1-3,7-8,10-13,19-20H,4-6,9,14-15H2,(H3,26,27)(H,28,30)(H,29,33)(H,31,32)(H,34,35)/t19-,20-/m0/s1
Standard InCHIKey:	VUUBSMRWDWDDPT-PMACEKPBSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6302

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	105
0.1-0.2	616
0.2-0.3	2572
0.3-0.4	10583
0.4-0.5	14288
0.5-0.6	2309
0.6-0.7	370
0.7-0.8	43
0.8-0.85	4
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	0.8417	NPC329011
Intermediate Similarity	0.8333	NPC319579
Intermediate Similarity	0.8145	NPC197470
Intermediate Similarity	0.8049	NPC474584
Intermediate Similarity	0.7939	NPC47667
Intermediate Similarity	0.7899	NPC164859
Intermediate Similarity	0.7879	NPC477937
Intermediate Similarity	0.7786	NPC35996
Intermediate Similarity	0.7705	NPC327481
Intermediate Similarity	0.7647	NPC12730
Intermediate Similarity	0.7538	NPC310467
Intermediate Similarity	0.7537	NPC4974
Intermediate Similarity	0.7462	NPC169328
Intermediate Similarity	0.7405	NPC314992
Intermediate Similarity	0.7333	NPC10781
Intermediate Similarity	0.7333	NPC293628
Intermediate Similarity	0.7333	NPC122493
Intermediate Similarity	0.7324	NPC132636
Intermediate Similarity	0.7319	NPC325651
Intermediate Similarity	0.7317	NPC471317
Intermediate Similarity	0.7299	NPC210950
Intermediate Similarity	0.7299	NPC199738
Intermediate Similarity	0.7293	NPC478016
Intermediate Similarity	0.7293	NPC478015
Intermediate Similarity	0.7293	NPC478014
Intermediate Similarity	0.726	NPC314114
Intermediate Similarity	0.7252	NPC2265
Intermediate Similarity	0.7197	NPC470545
Intermediate Similarity	0.719	NPC311242
Intermediate Similarity	0.719	NPC324569
Intermediate Similarity	0.7183	NPC314835
Intermediate Similarity	0.7164	NPC190663
Intermediate Similarity	0.7164	NPC80150
Intermediate Similarity	0.7164	NPC477061
Intermediate Similarity	0.7164	NPC45777
Intermediate Similarity	0.7143	NPC470546
Intermediate Similarity	0.7143	NPC237420
Intermediate Similarity	0.7122	NPC111428
Intermediate Similarity	0.7121	NPC470544
Intermediate Similarity	0.7107	NPC25565
Intermediate Similarity	0.7092	NPC326966
Intermediate Similarity	0.7092	NPC246913
Intermediate Similarity	0.7063	NPC67043
Intermediate Similarity	0.7059	NPC160493
Intermediate Similarity	0.7049	NPC475439
Intermediate Similarity	0.7049	NPC473501
Intermediate Similarity	0.7029	NPC101719
Remote Similarity	0.6985	NPC71684
Remote Similarity	0.6984	NPC194390
Remote Similarity	0.6984	NPC88267
Remote Similarity	0.6984	NPC113326
Remote Similarity	0.6984	NPC224610
Remote Similarity	0.697	NPC33742
Remote Similarity	0.6957	NPC222466
Remote Similarity	0.6949	NPC325441
Remote Similarity	0.6939	NPC316202
Remote Similarity	0.6934	NPC27581
Remote Similarity	0.6923	NPC244866
Remote Similarity	0.6917	NPC226438
Remote Similarity	0.6905	NPC202613
Remote Similarity	0.6894	NPC35850
Remote Similarity	0.6894	NPC276949
Remote Similarity	0.6891	NPC470877
Remote Similarity	0.6885	NPC303045
Remote Similarity	0.6885	NPC161972
Remote Similarity	0.6879	NPC473322
Remote Similarity	0.6875	NPC191215
Remote Similarity	0.6875	NPC274089
Remote Similarity	0.6855	NPC322598
Remote Similarity	0.6846	NPC209509
Remote Similarity	0.6846	NPC314287
Remote Similarity	0.6833	NPC258627
Remote Similarity	0.6833	NPC74936
Remote Similarity	0.6833	NPC78041
Remote Similarity	0.6833	NPC209764
Remote Similarity	0.6833	NPC141139
Remote Similarity	0.6833	NPC121872
Remote Similarity	0.6833	NPC159178
Remote Similarity	0.6833	NPC172128
Remote Similarity	0.6833	NPC471307
Remote Similarity	0.6824	NPC161069
Remote Similarity	0.6815	NPC254088
Remote Similarity	0.6797	NPC300443
Remote Similarity	0.6797	NPC476198
Remote Similarity	0.6797	NPC211551
Remote Similarity	0.6783	NPC255447
Remote Similarity	0.6781	NPC43755
Remote Similarity	0.6761	NPC296712
Remote Similarity	0.6757	NPC269398
Remote Similarity	0.6757	NPC263493
Remote Similarity	0.6755	NPC311658
Remote Similarity	0.6736	NPC45191
Remote Similarity	0.6735	NPC287358
Remote Similarity	0.6721	NPC323164
Remote Similarity	0.6716	NPC471318
Remote Similarity	0.6715	NPC319950
Remote Similarity	0.6711	NPC105717
Remote Similarity	0.6711	NPC139326
Remote Similarity	0.6692	NPC273814
Remote Similarity	0.6689	NPC48202
Remote Similarity	0.6687	NPC189116
Remote Similarity	0.6667	NPC200964
Remote Similarity	0.6667	NPC471309
Remote Similarity	0.6667	NPC6913
Remote Similarity	0.6646	NPC24617
Remote Similarity	0.6645	NPC138775
Remote Similarity	0.6645	NPC122590
Remote Similarity	0.664	NPC33168
Remote Similarity	0.6618	NPC315276
Remote Similarity	0.6618	NPC285926
Remote Similarity	0.6618	NPC14672
Remote Similarity	0.6604	NPC114806
Remote Similarity	0.66	NPC468984
Remote Similarity	0.6597	NPC478147
Remote Similarity	0.6597	NPC200589
Remote Similarity	0.6596	NPC22746
Remote Similarity	0.6596	NPC317758
Remote Similarity	0.6582	NPC324850
Remote Similarity	0.6573	NPC58827
Remote Similarity	0.6573	NPC307437
Remote Similarity	0.6573	NPC72473
Remote Similarity	0.6561	NPC469903
Remote Similarity	0.656	NPC3371
Remote Similarity	0.6558	NPC254798
Remote Similarity	0.6557	NPC316108
Remote Similarity	0.6554	NPC127741
Remote Similarity	0.6554	NPC471265
Remote Similarity	0.6554	NPC471264
Remote Similarity	0.6549	NPC474926
Remote Similarity	0.6544	NPC188010
Remote Similarity	0.6544	NPC235421
Remote Similarity	0.6538	NPC286551
Remote Similarity	0.6528	NPC311753
Remote Similarity	0.6525	NPC44830
Remote Similarity	0.6525	NPC175726
Remote Similarity	0.6525	NPC474082
Remote Similarity	0.6525	NPC6975
Remote Similarity	0.6513	NPC322878
Remote Similarity	0.651	NPC470884
Remote Similarity	0.651	NPC178662
Remote Similarity	0.651	NPC92784
Remote Similarity	0.651	NPC476133
Remote Similarity	0.651	NPC98424
Remote Similarity	0.65	NPC469243
Remote Similarity	0.6496	NPC239357
Remote Similarity	0.649	NPC91953
Remote Similarity	0.649	NPC197682
Remote Similarity	0.6489	NPC45033
Remote Similarity	0.6467	NPC476259
Remote Similarity	0.6458	NPC476353
Remote Similarity	0.6454	NPC142577
Remote Similarity	0.6454	NPC474862
Remote Similarity	0.6452	NPC2501
Remote Similarity	0.6447	NPC476978
Remote Similarity	0.6446	NPC471638
Remote Similarity	0.6438	NPC183722
Remote Similarity	0.6434	NPC318154
Remote Similarity	0.6424	NPC197921
Remote Similarity	0.6424	NPC168113
Remote Similarity	0.6414	NPC472413
Remote Similarity	0.6405	NPC5620
Remote Similarity	0.6405	NPC315266
Remote Similarity	0.6403	NPC220698
Remote Similarity	0.6398	NPC469902
Remote Similarity	0.6398	NPC475544
Remote Similarity	0.6387	NPC259678
Remote Similarity	0.6383	NPC202521
Remote Similarity	0.6382	NPC57976
Remote Similarity	0.6382	NPC176226
Remote Similarity	0.638	NPC223207
Remote Similarity	0.6377	NPC281686
Remote Similarity	0.6377	NPC188867
Remote Similarity	0.6377	NPC106551
Remote Similarity	0.6375	NPC197743
Remote Similarity	0.6375	NPC93343
Remote Similarity	0.6375	NPC297145
Remote Similarity	0.6369	NPC470274
Remote Similarity	0.6364	NPC262077
Remote Similarity	0.6364	NPC473498
Remote Similarity	0.6364	NPC203076
Remote Similarity	0.6358	NPC163392
Remote Similarity	0.6358	NPC239762
Remote Similarity	0.6351	NPC470392
Remote Similarity	0.6349	NPC58674
Remote Similarity	0.6346	NPC13470
Remote Similarity	0.6346	NPC132771
Remote Similarity	0.6345	NPC319766
Remote Similarity	0.6341	NPC304074
Remote Similarity	0.6341	NPC471771
Remote Similarity	0.6341	NPC290755
Remote Similarity	0.6341	NPC61004
Remote Similarity	0.634	NPC314388
Remote Similarity	0.634	NPC52748
Remote Similarity	0.634	NPC315283
Remote Similarity	0.6333	NPC6570
Remote Similarity	0.6333	NPC68865
Remote Similarity	0.6331	NPC473001
Remote Similarity	0.6331	NPC38458
Remote Similarity	0.6331	NPC311737
Remote Similarity	0.6325	NPC274198

Drug Structure

NPD6302 OpenBabel08211709092D 42 43 0 0 1 0 0 0 0 0999 V2000 10.3923 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 1.0000 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 1.5000 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 8.6603 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 1.5000 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 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 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 7.7942 1.5000 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 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 6.0622 4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7942 2.5000 0.0000 C 0 0 1 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 5.1962 6.0000 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 6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 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 5.1962 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 H 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 6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 7 1 0 0 0 0 3 8 2 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 16 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 21 1 0 0 0 0 10 12 1 0 0 0 0 10 16 2 0 0 0 0 11 13 2 0 0 0 0 11 16 1 0 0 0 0 12 18 2 0 0 0 0 13 18 1 0 0 0 0 14 17 1 0 0 0 0 15 22 1 0 0 0 0 18 23 1 0 0 0 0 19 15 1 1 0 0 0 19 24 1 0 0 0 0 19 28 1 0 0 0 0 20 14 1 6 0 0 0 20 25 1 0 0 0 0 20 29 1 0 0 0 0 21 28 2 3 0 0 0 21 30 1 0 0 0 0 22 31 2 0 0 0 0 22 32 1 0 0 0 0 23 26 1 0 0 0 0 23 27 2 0 0 0 0 24 29 2 3 0 0 0 24 33 1 0 0 0 0 25 34 2 0 0 0 0 25 35 1 0 0 0 0 26 36 1 0 0 0 0 26 37 1 0 0 0 0 27 38 1 0 0 0 0 30 39 1 0 0 0 0 32 40 1 0 0 0 0 33 41 1 0 0 0 0 35 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007635
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	482.22
ALogP	-1.8152
MLogP	3.11
XLogP	3.358
HDA	10
HBD	6
Rotatable Bonds	19
TPSA	189.65
RO5 Violation	2