NPASS drugs

Drug Information

Drug ID:	NPD4557
Drug Name:
Molecular Formula:	C21H25N3O7S
Canonical SMILES:	O=C1OC(C(O1)COC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N=C([C@@H](c1ccccc1)N)O)C
Standard InCHI:	InChI=1S/C21H25N3O7S/c1-10-12(31-20(28)30-10)9-29-19(27)15-21(2,3)32-18-14(17(26)24(15)18)23-16(25)13(22)11-7-5-4-6-8-11/h4-8,10,12-15,18H,9,22H2,1-3H3,(H,23,25)/t10?,12?,13-,14-,15+,18-/m1/s1
Standard InCHIKey:	ZFTFOLSPOCLIOV-TYLOQIPVSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4557

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	92
0.1-0.2	720
0.2-0.3	3513
0.3-0.4	14378
0.4-0.5	10249
0.5-0.6	1593
0.6-0.7	279
0.7-0.8	64
0.8-0.85	1
0.85-0.9	1
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	0.8973	NPC468984
Intermediate Similarity	0.8141	NPC13470
Intermediate Similarity	0.7558	NPC318930
Intermediate Similarity	0.7558	NPC317362
Intermediate Similarity	0.7529	NPC315388
Intermediate Similarity	0.7516	NPC105717
Intermediate Similarity	0.7469	NPC283783
Intermediate Similarity	0.7457	NPC326407
Intermediate Similarity	0.7457	NPC317725
Intermediate Similarity	0.7453	NPC145113
Intermediate Similarity	0.7438	NPC315266
Intermediate Similarity	0.7438	NPC322878
Intermediate Similarity	0.7389	NPC471264
Intermediate Similarity	0.7389	NPC471265
Intermediate Similarity	0.7389	NPC68865
Intermediate Similarity	0.7389	NPC127741
Intermediate Similarity	0.7375	NPC476978
Intermediate Similarity	0.7358	NPC263493
Intermediate Similarity	0.7358	NPC269398
Intermediate Similarity	0.7338	NPC300315
Intermediate Similarity	0.7333	NPC286551
Intermediate Similarity	0.7312	NPC161069
Intermediate Similarity	0.7284	NPC262077
Intermediate Similarity	0.7256	NPC2501
Intermediate Similarity	0.7239	NPC225648
Intermediate Similarity	0.7239	NPC329761
Intermediate Similarity	0.7233	NPC178662
Intermediate Similarity	0.7233	NPC476133
Intermediate Similarity	0.7233	NPC470884
Intermediate Similarity	0.7233	NPC98424
Intermediate Similarity	0.7233	NPC89489
Intermediate Similarity	0.7233	NPC92784
Intermediate Similarity	0.7222	NPC209509
Intermediate Similarity	0.7222	NPC5620
Intermediate Similarity	0.7222	NPC471680
Intermediate Similarity	0.7212	NPC7817
Intermediate Similarity	0.7212	NPC475168
Intermediate Similarity	0.7195	NPC471820
Intermediate Similarity	0.7195	NPC471821
Intermediate Similarity	0.7169	NPC162104
Intermediate Similarity	0.716	NPC315283
Intermediate Similarity	0.716	NPC197743
Intermediate Similarity	0.716	NPC52748
Intermediate Similarity	0.716	NPC297145
Intermediate Similarity	0.716	NPC314388
Intermediate Similarity	0.7143	NPC168113
Intermediate Similarity	0.7134	NPC138775
Intermediate Similarity	0.7126	NPC122590
Intermediate Similarity	0.7117	NPC313867
Intermediate Similarity	0.7117	NPC316008
Intermediate Similarity	0.7105	NPC252878
Intermediate Similarity	0.7099	NPC176226
Intermediate Similarity	0.7099	NPC197682
Intermediate Similarity	0.7083	NPC470902
Intermediate Similarity	0.7081	NPC163392
Intermediate Similarity	0.7081	NPC239762
Intermediate Similarity	0.7073	NPC314358
Intermediate Similarity	0.707	NPC130309
Intermediate Similarity	0.7059	NPC46427
Intermediate Similarity	0.7059	NPC6975
Intermediate Similarity	0.7048	NPC129666
Intermediate Similarity	0.7039	NPC202521
Intermediate Similarity	0.703	NPC135121
Intermediate Similarity	0.7025	NPC246079
Intermediate Similarity	0.7012	NPC477217
Intermediate Similarity	0.7012	NPC201244
Remote Similarity	0.6994	NPC139326
Remote Similarity	0.6988	NPC240848
Remote Similarity	0.6981	NPC287401
Remote Similarity	0.6977	NPC471527
Remote Similarity	0.6975	NPC46098
Remote Similarity	0.6975	NPC268841
Remote Similarity	0.6975	NPC307357
Remote Similarity	0.6974	NPC476990
Remote Similarity	0.6957	NPC4910
Remote Similarity	0.6957	NPC329731
Remote Similarity	0.6954	NPC472923
Remote Similarity	0.6933	NPC469427
Remote Similarity	0.6933	NPC469426
Remote Similarity	0.6923	NPC473341
Remote Similarity	0.6879	NPC319766
Remote Similarity	0.6871	NPC476259
Remote Similarity	0.6867	NPC81026
Remote Similarity	0.6832	NPC248283
Remote Similarity	0.6825	NPC184933
Remote Similarity	0.6825	NPC59827
Remote Similarity	0.6821	NPC62104
Remote Similarity	0.6821	NPC1390
Remote Similarity	0.6818	NPC71684
Remote Similarity	0.6807	NPC266741
Remote Similarity	0.6798	NPC475204
Remote Similarity	0.6798	NPC475123
Remote Similarity	0.6791	NPC329961
Remote Similarity	0.6791	NPC122427
Remote Similarity	0.6778	NPC477462
Remote Similarity	0.6761	NPC217804
Remote Similarity	0.6761	NPC5719
Remote Similarity	0.6761	NPC22883
Remote Similarity	0.6761	NPC210377
Remote Similarity	0.6732	NPC237420
Remote Similarity	0.6728	NPC141050
Remote Similarity	0.6726	NPC128237
Remote Similarity	0.6726	NPC83790
Remote Similarity	0.6723	NPC15068
Remote Similarity	0.6719	NPC477527
Remote Similarity	0.6711	NPC470544
Remote Similarity	0.6707	NPC477557
Remote Similarity	0.6688	NPC22746
Remote Similarity	0.6687	NPC77905
Remote Similarity	0.6686	NPC469901
Remote Similarity	0.6685	NPC471165
Remote Similarity	0.6685	NPC26108
Remote Similarity	0.6685	NPC63040
Remote Similarity	0.6667	NPC63931
Remote Similarity	0.6667	NPC169328
Remote Similarity	0.6667	NPC477526
Remote Similarity	0.6667	NPC470545
Remote Similarity	0.6648	NPC473000
Remote Similarity	0.6647	NPC469903
Remote Similarity	0.6646	NPC101719
Remote Similarity	0.6645	NPC200964
Remote Similarity	0.6632	NPC165538
Remote Similarity	0.6629	NPC469898
Remote Similarity	0.6628	NPC262166
Remote Similarity	0.6627	NPC311658
Remote Similarity	0.6625	NPC473322
Remote Similarity	0.6625	NPC469666
Remote Similarity	0.6624	NPC175726
Remote Similarity	0.6624	NPC474082
Remote Similarity	0.6623	NPC314992
Remote Similarity	0.6623	NPC310467
Remote Similarity	0.6623	NPC470546
Remote Similarity	0.6611	NPC46009
Remote Similarity	0.661	NPC471051
Remote Similarity	0.661	NPC471053
Remote Similarity	0.661	NPC471052
Remote Similarity	0.6606	NPC132636
Remote Similarity	0.6601	NPC2265
Remote Similarity	0.659	NPC39431
Remote Similarity	0.6582	NPC222466
Remote Similarity	0.6575	NPC89831
Remote Similarity	0.6571	NPC326349
Remote Similarity	0.6571	NPC323336
Remote Similarity	0.6571	NPC324850
Remote Similarity	0.657	NPC300443
Remote Similarity	0.6554	NPC73655
Remote Similarity	0.6538	NPC248670
Remote Similarity	0.6538	NPC137627
Remote Similarity	0.6538	NPC273755
Remote Similarity	0.6536	NPC197470
Remote Similarity	0.6536	NPC101139
Remote Similarity	0.6519	NPC476278
Remote Similarity	0.6505	NPC477637
Remote Similarity	0.65	NPC478005
Remote Similarity	0.6497	NPC469902
Remote Similarity	0.6494	NPC239357
Remote Similarity	0.6494	NPC315276
Remote Similarity	0.6494	NPC14672
Remote Similarity	0.6494	NPC285926
Remote Similarity	0.6489	NPC299806
Remote Similarity	0.6481	NPC200589
Remote Similarity	0.6477	NPC477632
Remote Similarity	0.6477	NPC477638
Remote Similarity	0.6471	NPC167763
Remote Similarity	0.6471	NPC470903
Remote Similarity	0.6471	NPC470112
Remote Similarity	0.6467	NPC469900
Remote Similarity	0.6467	NPC50016
Remote Similarity	0.6464	NPC186617
Remote Similarity	0.6457	NPC476268
Remote Similarity	0.6452	NPC153554
Remote Similarity	0.6448	NPC306804
Remote Similarity	0.6442	NPC255447
Remote Similarity	0.6438	NPC474847
Remote Similarity	0.6437	NPC56685
Remote Similarity	0.6433	NPC477061
Remote Similarity	0.6433	NPC302169
Remote Similarity	0.6433	NPC476183
Remote Similarity	0.6433	NPC45777
Remote Similarity	0.6429	NPC196091
Remote Similarity	0.6429	NPC40234
Remote Similarity	0.6429	NPC471568
Remote Similarity	0.6429	NPC473693
Remote Similarity	0.642	NPC111428
Remote Similarity	0.6415	NPC35996
Remote Similarity	0.6413	NPC473354
Remote Similarity	0.6409	NPC107938
Remote Similarity	0.6409	NPC294516
Remote Similarity	0.6407	NPC77992
Remote Similarity	0.6405	NPC276949
Remote Similarity	0.6405	NPC35850
Remote Similarity	0.6398	NPC475421
Remote Similarity	0.6398	NPC136453
Remote Similarity	0.6398	NPC45037
Remote Similarity	0.6394	NPC478007
Remote Similarity	0.6392	NPC476184
Remote Similarity	0.6392	NPC106235
Remote Similarity	0.6392	NPC239660
Remote Similarity	0.6392	NPC476281
Remote Similarity	0.6386	NPC145178

Drug Structure

NPD4557 OpenBabel08211705262D 35 38 0 0 1 0 0 0 0 0999 V2000 -3.9233 1.0651 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 2.6037 -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 0 0 0 0 0 0 0 0 0 0 -3.5166 0.1516 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 -2.5385 -0.0563 0.0000 C 0 0 3 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 2 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 -3.3475 -1.4576 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 -3.5554 -2.4357 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 -4.0166 -0.7144 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4339 -1.0509 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 10 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 11 2 0 0 0 0 8 11 1 0 0 0 0 9 12 1 0 0 0 0 9 29 1 0 0 0 0 10 12 1 0 0 0 0 10 30 1 0 0 0 0 11 13 1 0 0 0 0 12 31 1 0 0 0 0 13 16 1 6 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 6 0 0 0 15 19 1 1 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 6 0 0 0 19 27 2 0 0 0 0 19 29 1 0 0 0 0 20 28 2 0 0 0 0 20 30 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	DNAP001505
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56840894
ChEBI
CAS Number

Drug Properties

Molecular Weight	463.14
ALogP	-0.29
MLogP	2.56
XLogP	2.431
HDA	10
HBD	2
Rotatable Bonds	12
TPSA	166.05
RO5 Violation	0