NPASS drugs

Drug Information

Drug ID:	NPD4648
Drug Name:
Molecular Formula:	C21H27N3O7S
Canonical SMILES:	CCOC(=O)OC(OC(=O)[C@@H]1N2C(=O)C([C@H]2SC1(C)C)N=C([C@@H](c1ccccc1)N)O)C
Standard InCHI:	InChI=1S/C21H27N3O7S/c1-5-29-20(28)31-11(2)30-19(27)15-21(3,4)32-18-14(17(26)24(15)18)23-16(25)13(22)12-9-7-6-8-10-12/h6-11,13-15,18H,5,22H2,1-4H3,(H,23,25)/t11?,13-,14?,15+,18-/m1/s1
Standard InCHIKey:	PFOLLRNADZZWEX-RLBCCXKESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4648

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	84
0.1-0.2	751
0.2-0.3	4359
0.3-0.4	15451
0.4-0.5	8528
0.5-0.6	1373
0.6-0.7	294
0.7-0.8	48
0.8-0.85	1
0.85-0.9	0
0.9-0.95	1
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	0.9291	NPC468984
Intermediate Similarity	0.8411	NPC13470
Intermediate Similarity	0.7677	NPC322878
Intermediate Similarity	0.7651	NPC315388
Intermediate Similarity	0.7584	NPC300315
Intermediate Similarity	0.7532	NPC105717
Intermediate Similarity	0.7403	NPC471264
Intermediate Similarity	0.7403	NPC471265
Intermediate Similarity	0.7372	NPC269398
Intermediate Similarity	0.7372	NPC263493
Intermediate Similarity	0.7368	NPC318930
Intermediate Similarity	0.7368	NPC317362
Intermediate Similarity	0.7368	NPC317725
Intermediate Similarity	0.7368	NPC326407
Intermediate Similarity	0.7346	NPC286551
Intermediate Similarity	0.7267	NPC283783
Intermediate Similarity	0.7244	NPC178662
Intermediate Similarity	0.7244	NPC92784
Intermediate Similarity	0.7244	NPC89489
Intermediate Similarity	0.7244	NPC470884
Intermediate Similarity	0.7244	NPC98424
Intermediate Similarity	0.7244	NPC476133
Intermediate Similarity	0.7233	NPC209509
Intermediate Similarity	0.7233	NPC471680
Intermediate Similarity	0.7215	NPC161069
Intermediate Similarity	0.7181	NPC6975
Intermediate Similarity	0.7179	NPC127741
Intermediate Similarity	0.717	NPC315283
Intermediate Similarity	0.717	NPC314388
Intermediate Similarity	0.7162	NPC202521
Intermediate Similarity	0.7143	NPC329761
Intermediate Similarity	0.7143	NPC225648
Intermediate Similarity	0.7143	NPC145113
Intermediate Similarity	0.7125	NPC313867
Intermediate Similarity	0.7125	NPC5620
Intermediate Similarity	0.7125	NPC315266
Intermediate Similarity	0.7125	NPC316008
Intermediate Similarity	0.7117	NPC475168
Intermediate Similarity	0.7117	NPC7817
Intermediate Similarity	0.7095	NPC476990
Intermediate Similarity	0.7081	NPC314358
Intermediate Similarity	0.707	NPC68865
Intermediate Similarity	0.7063	NPC476978
Intermediate Similarity	0.7063	NPC52748
Intermediate Similarity	0.7055	NPC2501
Intermediate Similarity	0.7047	NPC71684
Intermediate Similarity	0.7037	NPC138775
Intermediate Similarity	0.7032	NPC246079
Intermediate Similarity	0.7	NPC252878
Intermediate Similarity	0.7	NPC139326
Remote Similarity	0.6994	NPC471820
Remote Similarity	0.6994	NPC471821
Remote Similarity	0.6988	NPC470902
Remote Similarity	0.6981	NPC239762
Remote Similarity	0.6981	NPC163392
Remote Similarity	0.6968	NPC130309
Remote Similarity	0.6954	NPC46427
Remote Similarity	0.6951	NPC129666
Remote Similarity	0.6939	NPC470544
Remote Similarity	0.6937	NPC168113
Remote Similarity	0.6937	NPC469426
Remote Similarity	0.6937	NPC469427
Remote Similarity	0.6928	NPC122590
Remote Similarity	0.6908	NPC22746
Remote Similarity	0.6894	NPC176226
Remote Similarity	0.6894	NPC197682
Remote Similarity	0.6892	NPC470545
Remote Similarity	0.6871	NPC262077
Remote Similarity	0.6871	NPC81026
Remote Similarity	0.6868	NPC4910
Remote Similarity	0.6868	NPC329731
Remote Similarity	0.6867	NPC200964
Remote Similarity	0.6867	NPC162104
Remote Similarity	0.6864	NPC197743
Remote Similarity	0.6864	NPC297145
Remote Similarity	0.6863	NPC101719
Remote Similarity	0.6846	NPC470546
Remote Similarity	0.6839	NPC473322
Remote Similarity	0.6835	NPC248283
Remote Similarity	0.6829	NPC311658
Remote Similarity	0.6826	NPC473341
Remote Similarity	0.6813	NPC132636
Remote Similarity	0.681	NPC266741
Remote Similarity	0.6797	NPC222466
Remote Similarity	0.6793	NPC329961
Remote Similarity	0.6793	NPC122427
Remote Similarity	0.6788	NPC240848
Remote Similarity	0.6774	NPC319766
Remote Similarity	0.6772	NPC287401
Remote Similarity	0.677	NPC476259
Remote Similarity	0.6757	NPC197470
Remote Similarity	0.6738	NPC184933
Remote Similarity	0.6738	NPC59827
Remote Similarity	0.673	NPC141050
Remote Similarity	0.6727	NPC128237
Remote Similarity	0.6727	NPC135121
Remote Similarity	0.6727	NPC83790
Remote Similarity	0.6711	NPC285926
Remote Similarity	0.6711	NPC239357
Remote Similarity	0.6711	NPC14672
Remote Similarity	0.6711	NPC315276
Remote Similarity	0.6707	NPC201244
Remote Similarity	0.6707	NPC477217
Remote Similarity	0.6705	NPC475204
Remote Similarity	0.6705	NPC475123
Remote Similarity	0.6687	NPC77905
Remote Similarity	0.6686	NPC471527
Remote Similarity	0.6667	NPC307357
Remote Similarity	0.6667	NPC477526
Remote Similarity	0.6667	NPC46098
Remote Similarity	0.6667	NPC323336
Remote Similarity	0.6667	NPC326349
Remote Similarity	0.6667	NPC472923
Remote Similarity	0.6667	NPC268841
Remote Similarity	0.6647	NPC469903
Remote Similarity	0.6646	NPC255447
Remote Similarity	0.6645	NPC302169
Remote Similarity	0.6632	NPC477527
Remote Similarity	0.6631	NPC165538
Remote Similarity	0.6628	NPC1390
Remote Similarity	0.6628	NPC62104
Remote Similarity	0.6624	NPC111428
Remote Similarity	0.6624	NPC469666
Remote Similarity	0.6623	NPC474082
Remote Similarity	0.6623	NPC175726
Remote Similarity	0.6622	NPC276949
Remote Similarity	0.6622	NPC35850
Remote Similarity	0.6605	NPC477557
Remote Similarity	0.6597	NPC327481
Remote Similarity	0.6588	NPC39431
Remote Similarity	0.6577	NPC33742
Remote Similarity	0.6571	NPC22883
Remote Similarity	0.6571	NPC210377
Remote Similarity	0.6571	NPC63931
Remote Similarity	0.6571	NPC5719
Remote Similarity	0.6571	NPC217804
Remote Similarity	0.657	NPC324850
Remote Similarity	0.6568	NPC300443
Remote Similarity	0.6556	NPC169328
Remote Similarity	0.6554	NPC474584
Remote Similarity	0.6538	NPC153554
Remote Similarity	0.6534	NPC15068
Remote Similarity	0.6517	NPC46009
Remote Similarity	0.6513	NPC237420
Remote Similarity	0.6513	NPC310467
Remote Similarity	0.6513	NPC314992
Remote Similarity	0.6503	NPC77992
Remote Similarity	0.65	NPC471165
Remote Similarity	0.6497	NPC63040
Remote Similarity	0.6494	NPC469902
Remote Similarity	0.6494	NPC469901
Remote Similarity	0.649	NPC2265
Remote Similarity	0.6486	NPC329011
Remote Similarity	0.648	NPC89831
Remote Similarity	0.6478	NPC200589
Remote Similarity	0.6477	NPC189116
Remote Similarity	0.6461	NPC473000
Remote Similarity	0.6444	NPC137627
Remote Similarity	0.6441	NPC61004
Remote Similarity	0.6437	NPC469898
Remote Similarity	0.6433	NPC4974
Remote Similarity	0.6433	NPC262166
Remote Similarity	0.6424	NPC101139
Remote Similarity	0.6419	NPC319579
Remote Similarity	0.6413	NPC477637
Remote Similarity	0.6412	NPC324081
Remote Similarity	0.6409	NPC26108
Remote Similarity	0.6409	NPC477462
Remote Similarity	0.6402	NPC287358
Remote Similarity	0.6398	NPC246913
Remote Similarity	0.6398	NPC325479
Remote Similarity	0.6398	NPC299806
Remote Similarity	0.6392	NPC477937
Remote Similarity	0.6392	NPC136453
Remote Similarity	0.6389	NPC164859
Remote Similarity	0.6382	NPC145178
Remote Similarity	0.6382	NPC475350
Remote Similarity	0.6382	NPC14877
Remote Similarity	0.6358	NPC476268
Remote Similarity	0.6358	NPC244509
Remote Similarity	0.6358	NPC473580
Remote Similarity	0.6354	NPC273755
Remote Similarity	0.6354	NPC248670
Remote Similarity	0.6354	NPC306804
Remote Similarity	0.6352	NPC89923
Remote Similarity	0.6352	NPC71933
Remote Similarity	0.6352	NPC239990
Remote Similarity	0.6352	NPC105114
Remote Similarity	0.6352	NPC152850
Remote Similarity	0.6343	NPC24617
Remote Similarity	0.6337	NPC56685
Remote Similarity	0.6333	NPC40234
Remote Similarity	0.6331	NPC16188
Remote Similarity	0.6329	NPC474847
Remote Similarity	0.6328	NPC471053
Remote Similarity	0.6328	NPC471052
Remote Similarity	0.6328	NPC471051
Remote Similarity	0.6325	NPC476989
Remote Similarity	0.6323	NPC477061
Remote Similarity	0.6323	NPC45777

Drug Structure

NPD4648 OpenBabel08211705262D 35 37 0 0 1 0 0 0 0 0999 V2000 -1.9147 2.9908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8443 -0.3038 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -3.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8658 2.6818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6037 4.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8966 3.3461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5696 3.7944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1554 2.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8284 2.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7953 -0.6128 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.1213 2.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3801 1.1554 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.3090 -1.9511 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.6730 0.4483 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 1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2601 -2.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3305 1.0345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3461 0.8966 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 0.7071 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 2.9319 -0.5176 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4680 -3.2382 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3795 1.3435 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0737 1.7036 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0032 -1.5909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5385 0.0563 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 -1.9511 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 5.0532 1.6037 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6049 -0.0694 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8978 -0.7765 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 11 1 0 0 0 0 3 21 1 0 0 0 0 4 21 1 0 0 0 0 5 29 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 2 0 0 0 0 9 12 2 0 0 0 0 10 12 1 0 0 0 0 11 30 1 0 0 0 0 11 31 1 0 0 0 0 12 13 1 0 0 0 0 13 16 1 1 0 0 0 13 22 1 0 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 14 23 1 0 0 0 0 15 19 1 6 0 0 0 15 21 1 0 0 0 0 15 24 1 0 0 0 0 16 23 2 3 0 0 0 16 25 1 0 0 0 0 17 24 1 0 0 0 0 17 26 2 0 0 0 0 18 24 1 0 0 0 0 18 32 1 1 0 0 0 19 27 2 0 0 0 0 19 30 1 0 0 0 0 20 28 2 0 0 0 0 20 29 1 0 0 0 0 20 31 1 0 0 0 0 21 32 1 0 0 0 0 22 33 1 0 0 0 0 22 34 1 0 0 0 0 25 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001162
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	39849
ChEBI
CAS Number

Drug Properties

Molecular Weight	465.16
ALogP	0.5739
MLogP	2.56
XLogP	3.164
HDA	10
HBD	2
Rotatable Bonds	16
TPSA	166.05
RO5 Violation	0