NPASS drugs

Drug Information

Drug ID:	NPD5137
Drug Name:
Molecular Formula:	C22H27FN2O4
Canonical SMILES:	Fc1ccc(cc1)CCCN[C@@H]([C@@H](c1ccc(c(c1)O)O)O)C(=O)N1CCCC1
Standard InCHI:	InChI=1S/C22H27FN2O4/c23-17-8-5-15(6-9-17)4-3-11-24-20(22(29)25-12-1-2-13-25)21(28)16-7-10-18(26)19(27)14-16/h5-10,14,20-21,24,26-28H,1-4,11-13H2/t20-,21+/m0/s1
Standard InCHIKey:	WMLMGUZNOSTCJX-LEWJYISDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5137

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	182
0.1-0.2	885
0.2-0.3	3239
0.3-0.4	9435
0.4-0.5	4842
0.5-0.6	10728
0.6-0.7	1440
0.7-0.8	139
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	0.7939	NPC476268
Intermediate Similarity	0.7895	NPC280022
Intermediate Similarity	0.7886	NPC97526
Intermediate Similarity	0.7886	NPC119652
Intermediate Similarity	0.7824	NPC63931
Intermediate Similarity	0.7812	NPC251439
Intermediate Similarity	0.7803	NPC89831
Intermediate Similarity	0.7722	NPC276120
Intermediate Similarity	0.7701	NPC328494
Intermediate Similarity	0.7697	NPC473491
Intermediate Similarity	0.7692	NPC244336
Intermediate Similarity	0.763	NPC328649
Intermediate Similarity	0.7622	NPC16188
Intermediate Similarity	0.7614	NPC471165
Intermediate Similarity	0.7613	NPC323775
Intermediate Similarity	0.7613	NPC236347
Intermediate Similarity	0.7582	NPC94862
Intermediate Similarity	0.7532	NPC257390
Intermediate Similarity	0.7516	NPC242159
Intermediate Similarity	0.7516	NPC313694
Intermediate Similarity	0.7515	NPC244509
Intermediate Similarity	0.75	NPC241794
Intermediate Similarity	0.7473	NPC138083
Intermediate Similarity	0.7452	NPC145888
Intermediate Similarity	0.7452	NPC161593
Intermediate Similarity	0.7452	NPC16031
Intermediate Similarity	0.7444	NPC32064
Intermediate Similarity	0.7442	NPC37205
Intermediate Similarity	0.7442	NPC160931
Intermediate Similarity	0.7429	NPC209463
Intermediate Similarity	0.7416	NPC136797
Intermediate Similarity	0.7416	NPC17698
Intermediate Similarity	0.7416	NPC26108
Intermediate Similarity	0.741	NPC125852
Intermediate Similarity	0.7396	NPC202198
Intermediate Similarity	0.7375	NPC88667
Intermediate Similarity	0.7375	NPC208757
Intermediate Similarity	0.7371	NPC61004
Intermediate Similarity	0.7368	NPC123859
Intermediate Similarity	0.7346	NPC6913
Intermediate Similarity	0.7337	NPC233702
Intermediate Similarity	0.7317	NPC476989
Intermediate Similarity	0.7316	NPC50548
Intermediate Similarity	0.7312	NPC29531
Intermediate Similarity	0.7294	NPC262166
Intermediate Similarity	0.7278	NPC50016
Intermediate Similarity	0.7273	NPC115627
Intermediate Similarity	0.7273	NPC118522
Intermediate Similarity	0.7273	NPC169207
Intermediate Similarity	0.7263	NPC144314
Intermediate Similarity	0.7263	NPC273755
Intermediate Similarity	0.7263	NPC306804
Intermediate Similarity	0.7263	NPC475532
Intermediate Similarity	0.7263	NPC137627
Intermediate Similarity	0.7247	NPC475204
Intermediate Similarity	0.7247	NPC475123
Intermediate Similarity	0.7241	NPC469243
Intermediate Similarity	0.7241	NPC475544
Intermediate Similarity	0.724	NPC242728
Intermediate Similarity	0.7239	NPC109580
Intermediate Similarity	0.7232	NPC302597
Intermediate Similarity	0.7225	NPC326349
Intermediate Similarity	0.7225	NPC323336
Intermediate Similarity	0.7225	NPC477550
Intermediate Similarity	0.7225	NPC477552
Intermediate Similarity	0.7222	NPC476227
Intermediate Similarity	0.7222	NPC165285
Intermediate Similarity	0.7222	NPC164608
Intermediate Similarity	0.7211	NPC149962
Intermediate Similarity	0.7204	NPC96275
Intermediate Similarity	0.7193	NPC56685
Intermediate Similarity	0.7178	NPC79465
Intermediate Similarity	0.7178	NPC474855
Intermediate Similarity	0.7178	NPC90194
Intermediate Similarity	0.7178	NPC293377
Intermediate Similarity	0.7178	NPC260045
Intermediate Similarity	0.7178	NPC476102
Intermediate Similarity	0.7178	NPC475318
Intermediate Similarity	0.7178	NPC118099
Intermediate Similarity	0.7178	NPC76785
Intermediate Similarity	0.7178	NPC151706
Intermediate Similarity	0.7178	NPC9687
Intermediate Similarity	0.7178	NPC49577
Intermediate Similarity	0.7178	NPC475598
Intermediate Similarity	0.7178	NPC474811
Intermediate Similarity	0.7178	NPC474787
Intermediate Similarity	0.7178	NPC273907
Intermediate Similarity	0.7175	NPC304074
Intermediate Similarity	0.7175	NPC471771
Intermediate Similarity	0.7175	NPC290755
Intermediate Similarity	0.7169	NPC323123
Intermediate Similarity	0.7167	NPC248670
Intermediate Similarity	0.7151	NPC276506
Intermediate Similarity	0.7151	NPC274198
Intermediate Similarity	0.7151	NPC198254
Intermediate Similarity	0.7151	NPC46009
Intermediate Similarity	0.715	NPC477551
Intermediate Similarity	0.7128	NPC61332
Intermediate Similarity	0.7128	NPC64140
Intermediate Similarity	0.7128	NPC174122
Intermediate Similarity	0.7128	NPC51047
Intermediate Similarity	0.7128	NPC283207
Intermediate Similarity	0.7128	NPC240130
Intermediate Similarity	0.7119	NPC223207
Intermediate Similarity	0.7108	NPC211468
Intermediate Similarity	0.7108	NPC170170
Intermediate Similarity	0.7108	NPC219233
Intermediate Similarity	0.7107	NPC318965
Intermediate Similarity	0.7104	NPC269750
Intermediate Similarity	0.7104	NPC194671
Intermediate Similarity	0.7104	NPC45037
Intermediate Similarity	0.7097	NPC299806
Intermediate Similarity	0.7095	NPC129486
Intermediate Similarity	0.7088	NPC196243
Intermediate Similarity	0.7079	NPC469479
Intermediate Similarity	0.7074	NPC234069
Intermediate Similarity	0.7073	NPC473360
Intermediate Similarity	0.7071	NPC478005
Intermediate Similarity	0.7068	NPC477632
Intermediate Similarity	0.7068	NPC477638
Intermediate Similarity	0.7068	NPC471563
Intermediate Similarity	0.7063	NPC321561
Intermediate Similarity	0.7056	NPC40234
Intermediate Similarity	0.7052	NPC68967
Intermediate Similarity	0.7051	NPC265454
Intermediate Similarity	0.7051	NPC34634
Intermediate Similarity	0.7039	NPC294516
Intermediate Similarity	0.7039	NPC141957
Intermediate Similarity	0.7039	NPC107938
Intermediate Similarity	0.7033	NPC155506
Intermediate Similarity	0.7033	NPC159767
Intermediate Similarity	0.7033	NPC473354
Intermediate Similarity	0.7032	NPC85276
Intermediate Similarity	0.7031	NPC329295
Intermediate Similarity	0.7027	NPC477637
Intermediate Similarity	0.7024	NPC66518
Intermediate Similarity	0.7022	NPC158900
Intermediate Similarity	0.7016	NPC302715
Intermediate Similarity	0.7011	NPC473580
Remote Similarity	0.6994	NPC261934
Remote Similarity	0.6994	NPC5194
Remote Similarity	0.6984	NPC246591
Remote Similarity	0.6975	NPC325651
Remote Similarity	0.6975	NPC271808
Remote Similarity	0.6968	NPC137096
Remote Similarity	0.6957	NPC322366
Remote Similarity	0.6952	NPC294951
Remote Similarity	0.694	NPC279871
Remote Similarity	0.694	NPC158277
Remote Similarity	0.6935	NPC73555
Remote Similarity	0.6935	NPC473404
Remote Similarity	0.6923	NPC230611
Remote Similarity	0.6919	NPC477666
Remote Similarity	0.6918	NPC86900
Remote Similarity	0.6911	NPC470728
Remote Similarity	0.6906	NPC35345
Remote Similarity	0.6906	NPC469505
Remote Similarity	0.6905	NPC150712
Remote Similarity	0.6899	NPC98305
Remote Similarity	0.6893	NPC287757
Remote Similarity	0.6893	NPC319320
Remote Similarity	0.6889	NPC254700
Remote Similarity	0.6882	NPC166169
Remote Similarity	0.6882	NPC153554
Remote Similarity	0.6879	NPC324081
Remote Similarity	0.6875	NPC307020
Remote Similarity	0.6872	NPC323662
Remote Similarity	0.6862	NPC302235
Remote Similarity	0.6848	NPC300020
Remote Similarity	0.6848	NPC302171
Remote Similarity	0.6848	NPC473402
Remote Similarity	0.6848	NPC33338
Remote Similarity	0.6845	NPC476321
Remote Similarity	0.6845	NPC329816
Remote Similarity	0.6842	NPC81026
Remote Similarity	0.6839	NPC10286
Remote Similarity	0.6839	NPC328763
Remote Similarity	0.6839	NPC213
Remote Similarity	0.6829	NPC120251
Remote Similarity	0.6828	NPC475421
Remote Similarity	0.6825	NPC102760
Remote Similarity	0.6824	NPC204546
Remote Similarity	0.6809	NPC471526
Remote Similarity	0.6807	NPC474473
Remote Similarity	0.6806	NPC102959
Remote Similarity	0.6804	NPC80514
Remote Similarity	0.68	NPC246303
Remote Similarity	0.6791	NPC170302
Remote Similarity	0.6791	NPC475564
Remote Similarity	0.6791	NPC475409
Remote Similarity	0.6788	NPC477631
Remote Similarity	0.6788	NPC329595
Remote Similarity	0.6788	NPC326599
Remote Similarity	0.6786	NPC473055
Remote Similarity	0.6786	NPC473052
Remote Similarity	0.6784	NPC266741
Remote Similarity	0.6784	NPC315266
Remote Similarity	0.678	NPC471073
Remote Similarity	0.678	NPC270811
Remote Similarity	0.6779	NPC478007

Drug Structure

NPD5137 OpenBabel08211706322D 33 35 0 0 1 0 0 0 0 0999 V2000 4.5468 1.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 -2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 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 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 3.4067 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 -2.5981 3.5000 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 -4.3301 4.5000 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 5.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 H 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 -0.8660 -1.5000 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 2 1 0 0 0 0 1 12 1 0 0 0 0 2 13 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 15 1 0 0 0 0 5 8 1 0 0 0 0 5 15 2 0 0 0 0 6 9 2 0 0 0 0 6 15 1 0 0 0 0 7 10 2 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 18 1 0 0 0 0 11 24 1 0 0 0 0 12 25 1 0 0 0 0 13 25 1 0 0 0 0 14 16 2 0 0 0 0 14 19 1 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 18 19 2 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 6 0 0 0 20 24 1 0 0 0 0 21 28 1 6 0 0 0 22 25 1 0 0 0 0 22 29 2 0 0 0 0 24 30 1 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001344; DAP001509
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	132507; 3036108
ChEBI
CAS Number

Drug Properties

Molecular Weight	402.20
ALogP	-2.9307
MLogP	3.11
XLogP	3.014
HDA	4
HBD	4
Rotatable Bonds	13
TPSA	93.03
RO5 Violation	0