NPASS drugs

Drug Information

Drug ID:	NPD4521
Drug Name:
Molecular Formula:	C21H25BrN3O9P
Canonical SMILES:	Br/C=C/c1cn([C@H]2C[C@@H]([C@H](O2)COP(=O)(N[C@H](C(=O)OC)C)Oc2ccccc2)O)c(=O)nc1O
Standard InCHI:	InChI=1S/C21H25BrN3O9P/c1-13(20(28)31-2)24-35(30,34-15-6-4-3-5-7-15)32-12-17-16(26)10-18(33-17)25-11-14(8-9-22)19(27)23-21(25)29/h3-9,11,13,16-18,26H,10,12H2,1-2H3,(H,24,30)(H,23,27,29)/b9-8+/t13-,16-,17+,18+,35?/m0/s1
Standard InCHIKey:	CFBLUORPOFELCE-BACVZHSASA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4521

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	123
0.1-0.2	1004
0.2-0.3	6000
0.3-0.4	7742
0.4-0.5	13953
0.5-0.6	1876
0.6-0.7	191
0.7-0.8	1
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	0.7039	NPC471165
Remote Similarity	0.6889	NPC248670
Remote Similarity	0.6872	NPC475204
Remote Similarity	0.6872	NPC475123
Remote Similarity	0.6872	NPC46009
Remote Similarity	0.6848	NPC473404
Remote Similarity	0.6818	NPC478005
Remote Similarity	0.6796	NPC273755
Remote Similarity	0.6758	NPC26108
Remote Similarity	0.6755	NPC94862
Remote Similarity	0.674	NPC89831
Remote Similarity	0.6721	NPC50016
Remote Similarity	0.672	NPC102959
Remote Similarity	0.6707	NPC197921
Remote Similarity	0.6684	NPC60516
Remote Similarity	0.6667	NPC91953
Remote Similarity	0.6667	NPC469360
Remote Similarity	0.6649	NPC269750
Remote Similarity	0.6649	NPC45037
Remote Similarity	0.6649	NPC194671
Remote Similarity	0.6648	NPC63931
Remote Similarity	0.663	NPC280022
Remote Similarity	0.6629	NPC476268
Remote Similarity	0.6615	NPC477552
Remote Similarity	0.6615	NPC477550
Remote Similarity	0.6612	NPC306804
Remote Similarity	0.6597	NPC240130
Remote Similarity	0.6597	NPC61332
Remote Similarity	0.658	NPC302715
Remote Similarity	0.6576	NPC473354
Remote Similarity	0.6575	NPC107938
Remote Similarity	0.6575	NPC294516
Remote Similarity	0.6548	NPC477551
Remote Similarity	0.6548	NPC476661
Remote Similarity	0.6538	NPC478007
Remote Similarity	0.6534	NPC244509
Remote Similarity	0.6527	NPC6570
Remote Similarity	0.6522	NPC137627
Remote Similarity	0.6517	NPC244336
Remote Similarity	0.6515	NPC476662
Remote Similarity	0.6508	NPC471048
Remote Similarity	0.6508	NPC471050
Remote Similarity	0.6508	NPC471049
Remote Similarity	0.6503	NPC40234
Remote Similarity	0.6494	NPC475168
Remote Similarity	0.6494	NPC7817
Remote Similarity	0.6492	NPC96275
Remote Similarity	0.6491	NPC266741
Remote Similarity	0.6486	NPC279871
Remote Similarity	0.6486	NPC158277
Remote Similarity	0.6486	NPC476227
Remote Similarity	0.6477	NPC470902
Remote Similarity	0.6476	NPC478008
Remote Similarity	0.6467	NPC328494
Remote Similarity	0.6467	NPC230611
Remote Similarity	0.6462	NPC477638
Remote Similarity	0.6462	NPC477632
Remote Similarity	0.6453	NPC81026
Remote Similarity	0.6436	NPC475409
Remote Similarity	0.6436	NPC170302
Remote Similarity	0.6436	NPC475564
Remote Similarity	0.6429	NPC61004
Remote Similarity	0.6421	NPC294951
Remote Similarity	0.641	NPC314083
Remote Similarity	0.6402	NPC476321
Remote Similarity	0.6402	NPC477637
Remote Similarity	0.64	NPC473491
Remote Similarity	0.6398	NPC155506
Remote Similarity	0.6398	NPC473402
Remote Similarity	0.6398	NPC159767
Remote Similarity	0.6393	NPC209463
Remote Similarity	0.6392	NPC248822
Remote Similarity	0.6384	NPC476742
Remote Similarity	0.6383	NPC119652
Remote Similarity	0.6383	NPC97526
Remote Similarity	0.6382	NPC469443
Remote Similarity	0.6369	NPC326349
Remote Similarity	0.6369	NPC323336
Remote Similarity	0.6368	NPC471526
Remote Similarity	0.6364	NPC323662
Remote Similarity	0.6359	NPC477631
Remote Similarity	0.6355	NPC244536
Remote Similarity	0.6353	NPC48202
Remote Similarity	0.6348	NPC476741
Remote Similarity	0.634	NPC477636
Remote Similarity	0.6339	NPC254700
Remote Similarity	0.6337	NPC204546
Remote Similarity	0.633	NPC473546
Remote Similarity	0.6328	NPC473341
Remote Similarity	0.6327	NPC328763
Remote Similarity	0.6327	NPC65714
Remote Similarity	0.6307	NPC476743
Remote Similarity	0.63	NPC473450
Remote Similarity	0.6289	NPC246591
Remote Similarity	0.6279	NPC168861
Remote Similarity	0.6271	NPC476744
Remote Similarity	0.6257	NPC214988
Remote Similarity	0.6256	NPC473305
Remote Similarity	0.6256	NPC163961
Remote Similarity	0.6243	NPC62104
Remote Similarity	0.6243	NPC1390
Remote Similarity	0.6237	NPC276506
Remote Similarity	0.6237	NPC198254
Remote Similarity	0.6237	NPC196091
Remote Similarity	0.6237	NPC274198
Remote Similarity	0.6236	NPC262166
Remote Similarity	0.6236	NPC56685
Remote Similarity	0.6235	NPC64205
Remote Similarity	0.6231	NPC471592
Remote Similarity	0.6229	NPC311658
Remote Similarity	0.6223	NPC477462
Remote Similarity	0.6223	NPC17698
Remote Similarity	0.6218	NPC299806
Remote Similarity	0.6216	NPC328649
Remote Similarity	0.6212	NPC80514
Remote Similarity	0.6209	NPC114806
Remote Similarity	0.6201	NPC39431
Remote Similarity	0.6199	NPC313694
Remote Similarity	0.6199	NPC242159
Remote Similarity	0.6196	NPC472923
Remote Similarity	0.6195	NPC220060
Remote Similarity	0.6193	NPC471820
Remote Similarity	0.6193	NPC471821
Remote Similarity	0.619	NPC326966
Remote Similarity	0.619	NPC45191
Remote Similarity	0.6183	NPC129486
Remote Similarity	0.6181	NPC477639
Remote Similarity	0.618	NPC162104
Remote Similarity	0.6173	NPC51047
Remote Similarity	0.617	NPC475532
Remote Similarity	0.6168	NPC325651
Remote Similarity	0.6167	NPC473580
Remote Similarity	0.6165	NPC469444
Remote Similarity	0.6158	NPC2501
Remote Similarity	0.6154	NPC24617
Remote Similarity	0.615	NPC473693
Remote Similarity	0.615	NPC471568
Remote Similarity	0.6149	NPC52748
Remote Similarity	0.6145	NPC122590
Remote Similarity	0.6142	NPC473407
Remote Similarity	0.6142	NPC473378
Remote Similarity	0.6138	NPC165285
Remote Similarity	0.6135	NPC474862
Remote Similarity	0.6134	NPC315542
Remote Similarity	0.6127	NPC476989
Remote Similarity	0.612	NPC475544
Remote Similarity	0.612	NPC469243
Remote Similarity	0.6117	NPC219350
Remote Similarity	0.6117	NPC194699
Remote Similarity	0.6114	NPC106183
Remote Similarity	0.6108	NPC22883
Remote Similarity	0.6108	NPC217804
Remote Similarity	0.6108	NPC5719
Remote Similarity	0.6108	NPC210377
Remote Similarity	0.6105	NPC196243
Remote Similarity	0.6105	NPC77992
Remote Similarity	0.6102	NPC313414
Remote Similarity	0.61	NPC329295
Remote Similarity	0.6099	NPC297145
Remote Similarity	0.6099	NPC197743
Remote Similarity	0.6096	NPC186617
Remote Similarity	0.6089	NPC300443
Remote Similarity	0.6077	NPC326333
Remote Similarity	0.6077	NPC123011
Remote Similarity	0.6077	NPC469445
Remote Similarity	0.6077	NPC256689
Remote Similarity	0.6074	NPC326079
Remote Similarity	0.6067	NPC132771
Remote Similarity	0.6053	NPC474953
Remote Similarity	0.6047	NPC127741
Remote Similarity	0.6045	NPC16188
Remote Similarity	0.6045	NPC119569
Remote Similarity	0.6043	NPC63040
Remote Similarity	0.6043	NPC302597
Remote Similarity	0.6042	NPC475421
Remote Similarity	0.6033	NPC471527
Remote Similarity	0.6023	NPC267237
Remote Similarity	0.6023	NPC315266
Remote Similarity	0.6022	NPC223207
Remote Similarity	0.602	NPC473371
Remote Similarity	0.6019	NPC326027
Remote Similarity	0.6012	NPC476183
Remote Similarity	0.6012	NPC296712
Remote Similarity	0.6011	NPC56635
Remote Similarity	0.6011	NPC207675
Remote Similarity	0.6011	NPC212699
Remote Similarity	0.6011	NPC315388
Remote Similarity	0.601	NPC153554
Remote Similarity	0.6	NPC156348
Remote Similarity	0.6	NPC241794
Remote Similarity	0.6	NPC277306
Remote Similarity	0.6	NPC469442
Remote Similarity	0.5989	NPC304074
Remote Similarity	0.5989	NPC290755
Remote Similarity	0.5989	NPC473804
Remote Similarity	0.5989	NPC471771
Remote Similarity	0.5989	NPC15068
Remote Similarity	0.5989	NPC314358
Remote Similarity	0.5988	NPC65310
Remote Similarity	0.598	NPC470728

Drug Structure

NPD4521 OpenBabel08211705262D 38 40 0 0 1 0 0 0 0 0999 V2000 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 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 1.7321 -3.0000 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 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4478 4.5306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2568 5.1184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7433 2.9483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.5523 3.5361 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 -3.0878 0.0570 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.0388 1.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.4659 3.1294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7614 1.5471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1523 6.1129 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -6.5704 2.1349 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 -4.8479 1.9538 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.7788 -0.8940 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2749 3.7172 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8659 0.5526 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 1.6750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8006 -1.1020 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1704 4.7117 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 31 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 9 2 0 0 0 0 8 14 1 0 0 0 0 9 22 1 0 0 0 0 10 16 1 0 0 0 0 11 14 2 0 0 0 0 11 25 1 0 0 0 0 12 32 1 0 0 0 0 13 1 1 6 0 0 0 13 20 1 0 0 0 0 13 24 1 0 0 0 0 14 19 1 0 0 0 0 15 34 1 0 0 0 0 16 17 1 0 0 0 0 16 26 1 1 0 0 0 17 12 1 6 0 0 0 17 33 1 0 0 0 0 18 10 1 6 0 0 0 18 25 1 0 0 0 0 18 33 1 0 0 0 0 19 23 2 0 0 0 0 19 27 1 0 0 0 0 20 28 2 0 0 0 0 20 31 1 0 0 0 0 21 23 1 0 0 0 0 21 25 1 0 0 0 0 21 29 2 0 0 0 0 24 35 1 0 0 0 0 24 36 1 0 0 0 0 26 37 1 0 0 0 0 27 38 1 0 0 0 0 30 35 2 0 0 0 0 32 35 1 0 0 0 0 34 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000994
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6440764
ChEBI
CAS Number

Drug Properties

Molecular Weight	573.05
ALogP	-1.8431
MLogP	2.23
XLogP	2.093
HDA	11
HBD	3
Rotatable Bonds	16
TPSA	166.03
RO5 Violation	2