NPASS drugs

Drug Information

Drug ID:	NPD3821
Drug Name:
Molecular Formula:	C20H19F2N3O5
Canonical SMILES:	Fc1ccc(c(c1)F)CN=C(c1cn2C[C@@H]3OCC[C@H](N3C(=O)c2c(c1=O)[O-])C)O
Standard InCHI:	InChI=1S/C20H19F2N3O5/c1-10-4-5-30-15-9-24-8-13(17(26)18(27)16(24)20(29)25(10)15)19(28)23-7-11-2-3-12(21)6-14(11)22/h2-3,6,8,10,15,27H,4-5,7,9H2,1H3,(H,23,28)/p-1/t10-,15+/m1/s1
Standard InCHIKey:	RHWKPHLQXYSBKR-BMIGLBTASA-M
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3821

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	127
0.1-0.2	1007
0.2-0.3	5496
0.3-0.4	10657
0.4-0.5	11727
0.5-0.6	1681
0.6-0.7	194
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	0.7115	NPC77992
Remote Similarity	0.6824	NPC220698
Remote Similarity	0.6803	NPC239357
Remote Similarity	0.6795	NPC325479
Remote Similarity	0.6667	NPC246412
Remote Similarity	0.6645	NPC319766
Remote Similarity	0.6627	NPC13470
Remote Similarity	0.6626	NPC315283
Remote Similarity	0.6626	NPC314388
Remote Similarity	0.6604	NPC248283
Remote Similarity	0.6603	NPC469666
Remote Similarity	0.6601	NPC175726
Remote Similarity	0.6601	NPC474082
Remote Similarity	0.6585	NPC316008
Remote Similarity	0.6585	NPC313867
Remote Similarity	0.6585	NPC201244
Remote Similarity	0.6585	NPC477217
Remote Similarity	0.6584	NPC476133
Remote Similarity	0.6584	NPC98424
Remote Similarity	0.6584	NPC178662
Remote Similarity	0.6584	NPC92784
Remote Similarity	0.6584	NPC470884
Remote Similarity	0.6575	NPC275410
Remote Similarity	0.6545	NPC314358
Remote Similarity	0.6543	NPC46098
Remote Similarity	0.6543	NPC268841
Remote Similarity	0.6543	NPC239762
Remote Similarity	0.6543	NPC163392
Remote Similarity	0.6543	NPC307357
Remote Similarity	0.6522	NPC471265
Remote Similarity	0.6522	NPC68865
Remote Similarity	0.6522	NPC471264
Remote Similarity	0.6513	NPC27833
Remote Similarity	0.6506	NPC135121
Remote Similarity	0.6503	NPC469427
Remote Similarity	0.6503	NPC269398
Remote Similarity	0.6503	NPC469426
Remote Similarity	0.6503	NPC263493
Remote Similarity	0.6497	NPC81092
Remote Similarity	0.6497	NPC103605
Remote Similarity	0.6485	NPC209509
Remote Similarity	0.6478	NPC246079
Remote Similarity	0.6467	NPC470544
Remote Similarity	0.6463	NPC176226
Remote Similarity	0.6463	NPC139326
Remote Similarity	0.6456	NPC179224
Remote Similarity	0.6452	NPC22746
Remote Similarity	0.6429	NPC254798
Remote Similarity	0.6425	NPC248670
Remote Similarity	0.6424	NPC470545
Remote Similarity	0.642	NPC127741
Remote Similarity	0.6412	NPC473341
Remote Similarity	0.6407	NPC145113
Remote Similarity	0.6389	NPC158277
Remote Similarity	0.6386	NPC471680
Remote Similarity	0.6386	NPC266741
Remote Similarity	0.6383	NPC129909
Remote Similarity	0.6382	NPC470546
Remote Similarity	0.6375	NPC8761
Remote Similarity	0.6375	NPC44805
Remote Similarity	0.6374	NPC39431
Remote Similarity	0.6369	NPC9373
Remote Similarity	0.6364	NPC202521
Remote Similarity	0.6358	NPC14672
Remote Similarity	0.6358	NPC285926
Remote Similarity	0.6358	NPC315276
Remote Similarity	0.6347	NPC81026
Remote Similarity	0.6345	NPC471447
Remote Similarity	0.6341	NPC476259
Remote Similarity	0.6335	NPC287401
Remote Similarity	0.6333	NPC33742
Remote Similarity	0.6324	NPC470003
Remote Similarity	0.6323	NPC252878
Remote Similarity	0.6319	NPC138365
Remote Similarity	0.6319	NPC43755
Remote Similarity	0.6313	NPC40234
Remote Similarity	0.6312	NPC157311
Remote Similarity	0.6307	NPC471051
Remote Similarity	0.6307	NPC471053
Remote Similarity	0.6307	NPC471052
Remote Similarity	0.6306	NPC477249
Remote Similarity	0.6306	NPC477248
Remote Similarity	0.6303	NPC168113
Remote Similarity	0.6299	NPC476990
Remote Similarity	0.6299	NPC302169
Remote Similarity	0.6298	NPC279871
Remote Similarity	0.6296	NPC474473
Remote Similarity	0.6294	NPC7817
Remote Similarity	0.6294	NPC475168
Remote Similarity	0.6294	NPC473491
Remote Similarity	0.6287	NPC5620
Remote Similarity	0.6282	NPC6975
Remote Similarity	0.6282	NPC46427
Remote Similarity	0.6272	NPC105717
Remote Similarity	0.6265	NPC161069
Remote Similarity	0.6265	NPC197682
Remote Similarity	0.6258	NPC29650
Remote Similarity	0.6258	NPC314192
Remote Similarity	0.6258	NPC71684
Remote Similarity	0.6257	NPC162104
Remote Similarity	0.6257	NPC315388
Remote Similarity	0.625	NPC473804
Remote Similarity	0.6243	NPC471132
Remote Similarity	0.6229	NPC469898
Remote Similarity	0.6215	NPC289776
Remote Similarity	0.6215	NPC133470
Remote Similarity	0.6215	NPC191863
Remote Similarity	0.6213	NPC119569
Remote Similarity	0.6213	NPC329761
Remote Similarity	0.6213	NPC225648
Remote Similarity	0.6203	NPC474479
Remote Similarity	0.6201	NPC294516
Remote Similarity	0.6201	NPC107938
Remote Similarity	0.6196	NPC269750
Remote Similarity	0.6196	NPC194671
Remote Similarity	0.6194	NPC200964
Remote Similarity	0.6193	NPC154478
Remote Similarity	0.6193	NPC469901
Remote Similarity	0.6188	NPC473322
Remote Similarity	0.6188	NPC230611
Remote Similarity	0.6185	NPC470902
Remote Similarity	0.618	NPC138293
Remote Similarity	0.618	NPC113056
Remote Similarity	0.618	NPC189116
Remote Similarity	0.6176	NPC240848
Remote Similarity	0.6176	NPC471820
Remote Similarity	0.6176	NPC471821
Remote Similarity	0.6175	NPC50016
Remote Similarity	0.6173	NPC257390
Remote Similarity	0.6171	NPC84317
Remote Similarity	0.617	NPC311858
Remote Similarity	0.6168	NPC470301
Remote Similarity	0.6164	NPC136453
Remote Similarity	0.6164	NPC473418
Remote Similarity	0.6154	NPC262077
Remote Similarity	0.6154	NPC192674
Remote Similarity	0.615	NPC294951
Remote Similarity	0.614	NPC129666
Remote Similarity	0.6133	NPC65080
Remote Similarity	0.6133	NPC475204
Remote Similarity	0.6133	NPC475123
Remote Similarity	0.6127	NPC286551
Remote Similarity	0.6125	NPC239990
Remote Similarity	0.6125	NPC89923
Remote Similarity	0.6125	NPC152850
Remote Similarity	0.6125	NPC71933
Remote Similarity	0.6125	NPC105114
Remote Similarity	0.612	NPC473402
Remote Similarity	0.612	NPC159767
Remote Similarity	0.612	NPC473354
Remote Similarity	0.612	NPC155506
Remote Similarity	0.612	NPC476227
Remote Similarity	0.6118	NPC138775
Remote Similarity	0.6111	NPC130309
Remote Similarity	0.6105	NPC61435
Remote Similarity	0.6101	NPC101719
Remote Similarity	0.6087	NPC111428
Remote Similarity	0.6085	NPC291759
Remote Similarity	0.6084	NPC242159
Remote Similarity	0.6084	NPC313694
Remote Similarity	0.608	NPC197743
Remote Similarity	0.608	NPC297145
Remote Similarity	0.6076	NPC477163
Remote Similarity	0.6066	NPC137627
Remote Similarity	0.6066	NPC273755
Remote Similarity	0.6066	NPC306804
Remote Similarity	0.6064	NPC471049
Remote Similarity	0.6064	NPC471050
Remote Similarity	0.6064	NPC471048
Remote Similarity	0.6057	NPC244509
Remote Similarity	0.6056	NPC254700
Remote Similarity	0.6054	NPC28848
Remote Similarity	0.6054	NPC14325
Remote Similarity	0.6053	NPC35850
Remote Similarity	0.6053	NPC276949
Remote Similarity	0.6045	NPC244336
Remote Similarity	0.6044	NPC46009
Remote Similarity	0.6038	NPC222466
Remote Similarity	0.6036	NPC476978
Remote Similarity	0.6036	NPC52748
Remote Similarity	0.6033	NPC477462
Remote Similarity	0.6032	NPC133591
Remote Similarity	0.6022	NPC45037
Remote Similarity	0.6022	NPC475421
Remote Similarity	0.6014	NPC474804
Remote Similarity	0.6014	NPC474973
Remote Similarity	0.6014	NPC130898
Remote Similarity	0.6012	NPC255447
Remote Similarity	0.6012	NPC476989
Remote Similarity	0.6011	NPC471527
Remote Similarity	0.6011	NPC318183
Remote Similarity	0.6	NPC473002
Remote Similarity	0.6	NPC38823
Remote Similarity	0.6	NPC207033
Remote Similarity	0.6	NPC4974
Remote Similarity	0.599	NPC163961
Remote Similarity	0.599	NPC471196
Remote Similarity	0.599	NPC473305
Remote Similarity	0.599	NPC471195
Remote Similarity	0.5989	NPC472999

Drug Structure

NPD3821 OpenBabel08211704332D 31 34 0 0 1 0 0 0 0 0999 V2000 0.8660 1.5000 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 -8.6603 -1.0000 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 -7.7942 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 -2.5981 -1.5000 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 2 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 1 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 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 -4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 5 1 0 0 0 0 4 10 1 0 0 0 0 5 30 1 0 0 0 0 6 12 2 0 0 0 0 6 14 1 0 0 0 0 7 11 1 0 0 0 0 7 23 1 0 0 0 0 8 13 2 0 0 0 0 8 24 1 0 0 0 0 9 24 1 0 0 0 0 10 1 1 6 0 0 0 10 25 1 0 0 0 0 11 14 2 0 0 0 0 12 21 1 0 0 0 0 13 17 1 0 0 0 0 13 19 1 0 0 0 0 14 22 1 0 0 0 0 15 9 1 1 0 0 0 15 25 1 0 0 0 0 15 30 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 17 26 2 0 0 0 0 18 27 1 0 0 0 0 19 23 2 3 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 20 29 2 0 0 0 0 28 31 1 0 0 0 0 M CHG 1 27 -1 M END $$$$

External Identifiers

TTD	DCL000408
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	46216142
ChEBI
CAS Number

Drug Properties

Molecular Weight	418.12
ALogP	-1.9747
MLogP	2.56
XLogP	3.39
HDA	8
HBD	1
Rotatable Bonds	8
TPSA	105.5
RO5 Violation	0