NPASS drugs

Drug Information

Drug ID:	NPD3936
Drug Name:
Molecular Formula:	C20H22ClNO5
Canonical SMILES:	C[C@H](Cc1ccc2c(c1)OC[C@@H](O2)C(=O)O)NC[C@@H](c1cccc(c1)Cl)O
Standard InCHI:	InChI=1S/C20H22ClNO5/c1-12(22-10-16(23)14-3-2-4-15(21)9-14)7-13-5-6-17-18(8-13)26-11-19(27-17)20(24)25/h2-6,8-9,12,16,19,22-23H,7,10-11H2,1H3,(H,24,25)/t12-,16+,19-/m1/s1
Standard InCHIKey:	XSOXUIXLUNBLJA-RNRVQEDPSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3936

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	164
0.1-0.2	952
0.2-0.3	3581
0.3-0.4	9359
0.4-0.5	3956
0.5-0.6	8548
0.6-0.7	4228
0.7-0.8	102
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	0.767	NPC158900
Intermediate Similarity	0.75	NPC204546
Intermediate Similarity	0.7471	NPC277669
Intermediate Similarity	0.7471	NPC76213
Intermediate Similarity	0.7457	NPC207824
Intermediate Similarity	0.7457	NPC60538
Intermediate Similarity	0.7403	NPC269383
Intermediate Similarity	0.7403	NPC151030
Intermediate Similarity	0.7401	NPC160931
Intermediate Similarity	0.7401	NPC37205
Intermediate Similarity	0.7396	NPC66518
Intermediate Similarity	0.7312	NPC263507
Intermediate Similarity	0.7312	NPC271958
Intermediate Similarity	0.7312	NPC45112
Intermediate Similarity	0.7312	NPC134413
Intermediate Similarity	0.7288	NPC2295
Intermediate Similarity	0.7288	NPC477564
Intermediate Similarity	0.7243	NPC108434
Intermediate Similarity	0.7243	NPC475215
Intermediate Similarity	0.7228	NPC49315
Intermediate Similarity	0.7219	NPC231163
Intermediate Similarity	0.7219	NPC318591
Intermediate Similarity	0.7213	NPC329717
Intermediate Similarity	0.7211	NPC276120
Intermediate Similarity	0.72	NPC24233
Intermediate Similarity	0.72	NPC147390
Intermediate Similarity	0.72	NPC135538
Intermediate Similarity	0.72	NPC428
Intermediate Similarity	0.72	NPC476571
Intermediate Similarity	0.72	NPC246587
Intermediate Similarity	0.7178	NPC320242
Intermediate Similarity	0.7168	NPC294249
Intermediate Similarity	0.7166	NPC329969
Intermediate Similarity	0.7143	NPC321505
Intermediate Similarity	0.7143	NPC86678
Intermediate Similarity	0.7143	NPC191376
Intermediate Similarity	0.7143	NPC179825
Intermediate Similarity	0.7143	NPC115144
Intermediate Similarity	0.7143	NPC277857
Intermediate Similarity	0.7128	NPC469816
Intermediate Similarity	0.7128	NPC469815
Intermediate Similarity	0.7126	NPC185838
Intermediate Similarity	0.712	NPC475981
Intermediate Similarity	0.712	NPC474746
Intermediate Similarity	0.7113	NPC475754
Intermediate Similarity	0.7102	NPC471032
Intermediate Similarity	0.7102	NPC470935
Intermediate Similarity	0.7099	NPC298486
Intermediate Similarity	0.7097	NPC227778
Intermediate Similarity	0.7097	NPC3921
Intermediate Similarity	0.7088	NPC226428
Intermediate Similarity	0.7076	NPC126206
Intermediate Similarity	0.7071	NPC123859
Intermediate Similarity	0.7068	NPC138083
Intermediate Similarity	0.7066	NPC326599
Intermediate Similarity	0.7066	NPC329595
Intermediate Similarity	0.7065	NPC3375
Intermediate Similarity	0.7065	NPC255607
Intermediate Similarity	0.7065	NPC4138
Intermediate Similarity	0.7065	NPC121275
Intermediate Similarity	0.7065	NPC284183
Intermediate Similarity	0.7062	NPC182119
Intermediate Similarity	0.7056	NPC144314
Intermediate Similarity	0.7053	NPC32154
Intermediate Similarity	0.7039	NPC300329
Intermediate Similarity	0.7037	NPC241704
Intermediate Similarity	0.7037	NPC474470
Intermediate Similarity	0.7037	NPC32064
Intermediate Similarity	0.7035	NPC242728
Intermediate Similarity	0.7027	NPC81247
Intermediate Similarity	0.7027	NPC35627
Intermediate Similarity	0.7027	NPC476573
Intermediate Similarity	0.7024	NPC97870
Intermediate Similarity	0.7024	NPC307123
Intermediate Similarity	0.7024	NPC247018
Intermediate Similarity	0.7022	NPC151895
Intermediate Similarity	0.7022	NPC192768
Intermediate Similarity	0.7022	NPC97221
Intermediate Similarity	0.7022	NPC220858
Intermediate Similarity	0.7022	NPC88249
Intermediate Similarity	0.702	NPC50548
Intermediate Similarity	0.7018	NPC471664
Intermediate Similarity	0.7018	NPC471665
Intermediate Similarity	0.7018	NPC160607
Intermediate Similarity	0.7018	NPC193528
Intermediate Similarity	0.7018	NPC14600
Intermediate Similarity	0.7018	NPC253429
Intermediate Similarity	0.7018	NPC312770
Intermediate Similarity	0.7018	NPC204848
Intermediate Similarity	0.7018	NPC41473
Intermediate Similarity	0.7011	NPC124433
Intermediate Similarity	0.7011	NPC475393
Intermediate Similarity	0.7011	NPC293871
Intermediate Similarity	0.7011	NPC233650
Intermediate Similarity	0.701	NPC64140
Intermediate Similarity	0.701	NPC174122
Intermediate Similarity	0.7005	NPC125924
Intermediate Similarity	0.7005	NPC149962
Intermediate Similarity	0.7005	NPC164608
Intermediate Similarity	0.7	NPC329816
Intermediate Similarity	0.7	NPC474325
Intermediate Similarity	0.7	NPC11147
Remote Similarity	0.6995	NPC194699
Remote Similarity	0.6995	NPC219350
Remote Similarity	0.6994	NPC474915
Remote Similarity	0.6994	NPC213206
Remote Similarity	0.6994	NPC323204
Remote Similarity	0.6994	NPC328750
Remote Similarity	0.6994	NPC188163
Remote Similarity	0.6989	NPC132771
Remote Similarity	0.6989	NPC252960
Remote Similarity	0.6989	NPC210140
Remote Similarity	0.6983	NPC221091
Remote Similarity	0.6983	NPC259576
Remote Similarity	0.6973	NPC134858
Remote Similarity	0.697	NPC136112
Remote Similarity	0.697	NPC141739
Remote Similarity	0.6966	NPC103379
Remote Similarity	0.6966	NPC477565
Remote Similarity	0.6963	NPC474745
Remote Similarity	0.6961	NPC184026
Remote Similarity	0.6961	NPC278799
Remote Similarity	0.6961	NPC276588
Remote Similarity	0.6961	NPC54379
Remote Similarity	0.6961	NPC2413
Remote Similarity	0.6961	NPC469817
Remote Similarity	0.6961	NPC204828
Remote Similarity	0.6961	NPC110416
Remote Similarity	0.6961	NPC189266
Remote Similarity	0.6961	NPC5238
Remote Similarity	0.6961	NPC39701
Remote Similarity	0.6961	NPC207757
Remote Similarity	0.6961	NPC193949
Remote Similarity	0.6961	NPC295691
Remote Similarity	0.6961	NPC249797
Remote Similarity	0.6961	NPC172765
Remote Similarity	0.6961	NPC127674
Remote Similarity	0.6959	NPC234069
Remote Similarity	0.6952	NPC83198
Remote Similarity	0.6952	NPC204908
Remote Similarity	0.6951	NPC140359
Remote Similarity	0.6951	NPC13020
Remote Similarity	0.6949	NPC476151
Remote Similarity	0.6947	NPC237044
Remote Similarity	0.694	NPC59028
Remote Similarity	0.694	NPC92191
Remote Similarity	0.694	NPC329640
Remote Similarity	0.6936	NPC314682
Remote Similarity	0.6935	NPC256012
Remote Similarity	0.6935	NPC240841
Remote Similarity	0.6935	NPC474858
Remote Similarity	0.6935	NPC53146
Remote Similarity	0.6935	NPC188120
Remote Similarity	0.6935	NPC42549
Remote Similarity	0.6935	NPC317272
Remote Similarity	0.6935	NPC250846
Remote Similarity	0.6935	NPC124657
Remote Similarity	0.6935	NPC286790
Remote Similarity	0.6935	NPC268503
Remote Similarity	0.6932	NPC304956
Remote Similarity	0.6932	NPC313414
Remote Similarity	0.6931	NPC192135
Remote Similarity	0.6931	NPC2314
Remote Similarity	0.6931	NPC66341
Remote Similarity	0.6931	NPC477020
Remote Similarity	0.6927	NPC473562
Remote Similarity	0.6927	NPC274026
Remote Similarity	0.6923	NPC147091
Remote Similarity	0.6923	NPC214869
Remote Similarity	0.6919	NPC218614
Remote Similarity	0.6919	NPC471719
Remote Similarity	0.6915	NPC109925
Remote Similarity	0.6915	NPC26240
Remote Similarity	0.6915	NPC477562
Remote Similarity	0.6915	NPC69712
Remote Similarity	0.6909	NPC293701
Remote Similarity	0.6909	NPC114901
Remote Similarity	0.6909	NPC48990
Remote Similarity	0.6906	NPC207675
Remote Similarity	0.6906	NPC212699
Remote Similarity	0.6905	NPC241354
Remote Similarity	0.6905	NPC5851
Remote Similarity	0.6905	NPC86030
Remote Similarity	0.6904	NPC117717
Remote Similarity	0.6902	NPC475780
Remote Similarity	0.6902	NPC4304
Remote Similarity	0.6902	NPC223335
Remote Similarity	0.6902	NPC40920
Remote Similarity	0.6898	NPC150879
Remote Similarity	0.6895	NPC304675
Remote Similarity	0.6893	NPC53884
Remote Similarity	0.6893	NPC258671
Remote Similarity	0.6891	NPC476575
Remote Similarity	0.6889	NPC8337
Remote Similarity	0.6889	NPC85747
Remote Similarity	0.6888	NPC274661
Remote Similarity	0.6888	NPC48490
Remote Similarity	0.6888	NPC175890
Remote Similarity	0.6888	NPC82457
Remote Similarity	0.6888	NPC11296

Drug Structure

NPD3936 OpenBabel08211704332D 30 32 0 0 1 0 0 0 0 0999 V2000 -0.8660 -5.5000 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 -2.5981 0.5000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 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 -0.8660 -4.5000 0.0000 C 0 0 2 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 -2.5981 -1.5000 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 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 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 4 1 0 0 0 0 3 14 1 0 0 0 0 4 15 2 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 17 1 0 0 0 0 7 12 1 0 0 0 0 7 13 1 0 0 0 0 8 13 2 0 0 0 0 8 18 1 0 0 0 0 9 14 2 0 0 0 0 9 15 1 0 0 0 0 10 22 1 0 0 0 0 11 19 1 0 0 0 0 11 26 1 0 0 0 0 12 1 1 1 0 0 0 12 22 1 0 0 0 0 14 16 1 0 0 0 0 15 21 1 0 0 0 0 16 10 1 6 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 27 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 1 0 0 0 19 27 1 0 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 22 28 1 0 0 0 0 23 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000890
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9865284
ChEBI
CAS Number

Drug Properties

Molecular Weight	391.12
ALogP	-0.8054
MLogP	2.89
XLogP	3.003
HDA	4
HBD	3
Rotatable Bonds	11
TPSA	88.02
RO5 Violation	0