NPASS drugs

Drug Information

Drug ID:	NPD3857
Drug Name:
Molecular Formula:	C20H20ClNO7
Canonical SMILES:	C[C@H](Cc1ccc2c(c1)OC(O2)(C(=O)O)C(=O)O)NC[C@@H](c1cccc(c1)Cl)O
Standard InCHI:	InChI=1S/C20H20ClNO7/c1-11(22-10-15(23)13-3-2-4-14(21)9-13)7-12-5-6-16-17(8-12)29-20(28-16,18(24)25)19(26)27/h2-6,8-9,11,15,22-23H,7,10H2,1H3,(H,24,25)(H,26,27)/t11-,15+/m1/s1
Standard InCHIKey:	JEDJMKTVUPSHFW-ABAIWWIYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3857

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	163
0.1-0.2	1012
0.2-0.3	3617
0.3-0.4	9245
0.4-0.5	4340
0.5-0.6	8996
0.6-0.7	3474
0.7-0.8	43
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	0.7529	NPC204546
Intermediate Similarity	0.743	NPC37205
Intermediate Similarity	0.743	NPC160931
Intermediate Similarity	0.7403	NPC158900
Intermediate Similarity	0.7245	NPC469816
Intermediate Similarity	0.7245	NPC469815
Intermediate Similarity	0.7243	NPC269383
Intermediate Similarity	0.7243	NPC151030
Intermediate Similarity	0.724	NPC475981
Intermediate Similarity	0.724	NPC474746
Intermediate Similarity	0.7225	NPC66518
Intermediate Similarity	0.7158	NPC263507
Intermediate Similarity	0.7158	NPC271958
Intermediate Similarity	0.7158	NPC45112
Intermediate Similarity	0.7158	NPC134413
Intermediate Similarity	0.7158	NPC474470
Intermediate Similarity	0.7123	NPC3921
Intermediate Similarity	0.7121	NPC125924
Intermediate Similarity	0.712	NPC474325
Intermediate Similarity	0.7113	NPC34780
Intermediate Similarity	0.7112	NPC252960
Intermediate Similarity	0.7111	NPC76213
Intermediate Similarity	0.7111	NPC277669
Intermediate Similarity	0.7095	NPC207824
Intermediate Similarity	0.7095	NPC60538
Intermediate Similarity	0.7083	NPC474745
Intermediate Similarity	0.7074	NPC49315
Intermediate Similarity	0.7068	NPC237044
Intermediate Similarity	0.7059	NPC329717
Intermediate Similarity	0.7056	NPC475754
Intermediate Similarity	0.7053	NPC2314
Intermediate Similarity	0.7052	NPC231163
Intermediate Similarity	0.7052	NPC318591
Intermediate Similarity	0.7043	NPC218614
Intermediate Similarity	0.7043	NPC293871
Intermediate Similarity	0.7043	NPC124433
Intermediate Similarity	0.7024	NPC11708
Intermediate Similarity	0.702	NPC117717
Intermediate Similarity	0.7016	NPC304675
Intermediate Similarity	0.7015	NPC123859
Intermediate Similarity	0.701	NPC476575
Intermediate Similarity	0.7006	NPC320242
Intermediate Similarity	0.7	NPC144314
Remote Similarity	0.6995	NPC86678
Remote Similarity	0.698	NPC242728
Remote Similarity	0.6974	NPC276120
Remote Similarity	0.6973	NPC111485
Remote Similarity	0.6966	NPC313414
Remote Similarity	0.6965	NPC50548
Remote Similarity	0.6954	NPC193528
Remote Similarity	0.695	NPC149962
Remote Similarity	0.6947	NPC227778
Remote Similarity	0.6944	NPC475959
Remote Similarity	0.694	NPC2295
Remote Similarity	0.694	NPC477564
Remote Similarity	0.6936	NPC11147
Remote Similarity	0.6935	NPC4304
Remote Similarity	0.6928	NPC298486
Remote Similarity	0.6923	NPC275132
Remote Similarity	0.6915	NPC232514
Remote Similarity	0.6915	NPC276944
Remote Similarity	0.6915	NPC238530
Remote Similarity	0.6911	NPC477640
Remote Similarity	0.6911	NPC108434
Remote Similarity	0.6911	NPC225597
Remote Similarity	0.6911	NPC475215
Remote Similarity	0.6911	NPC470739
Remote Similarity	0.691	NPC294249
Remote Similarity	0.6904	NPC230098
Remote Similarity	0.6901	NPC329595
Remote Similarity	0.6901	NPC326599
Remote Similarity	0.6895	NPC82533
Remote Similarity	0.6895	NPC158148
Remote Similarity	0.6895	NPC266176
Remote Similarity	0.6895	NPC475686
Remote Similarity	0.6895	NPC58766
Remote Similarity	0.6895	NPC290759
Remote Similarity	0.6888	NPC135772
Remote Similarity	0.6885	NPC270811
Remote Similarity	0.6885	NPC471073
Remote Similarity	0.6884	NPC319549
Remote Similarity	0.6884	NPC226708
Remote Similarity	0.6878	NPC198741
Remote Similarity	0.6872	NPC476574
Remote Similarity	0.6872	NPC477561
Remote Similarity	0.6872	NPC155442
Remote Similarity	0.6872	NPC312918
Remote Similarity	0.6872	NPC474607
Remote Similarity	0.6862	NPC233650
Remote Similarity	0.6862	NPC59567
Remote Similarity	0.686	NPC97870
Remote Similarity	0.686	NPC247018
Remote Similarity	0.686	NPC307123
Remote Similarity	0.6859	NPC474475
Remote Similarity	0.6859	NPC474953
Remote Similarity	0.6859	NPC152212
Remote Similarity	0.6857	NPC41473
Remote Similarity	0.6857	NPC160607
Remote Similarity	0.6857	NPC312770
Remote Similarity	0.6857	NPC14600
Remote Similarity	0.6857	NPC172818
Remote Similarity	0.6857	NPC204848
Remote Similarity	0.6857	NPC25695
Remote Similarity	0.6856	NPC329816
Remote Similarity	0.6851	NPC147390
Remote Similarity	0.6851	NPC246587
Remote Similarity	0.6851	NPC428
Remote Similarity	0.6851	NPC135538
Remote Similarity	0.6851	NPC476571
Remote Similarity	0.6851	NPC24233
Remote Similarity	0.6845	NPC165797
Remote Similarity	0.6845	NPC97072
Remote Similarity	0.6845	NPC215829
Remote Similarity	0.6845	NPC40920
Remote Similarity	0.6845	NPC223335
Remote Similarity	0.6842	NPC210140
Remote Similarity	0.6842	NPC100566
Remote Similarity	0.6839	NPC187678
Remote Similarity	0.6839	NPC49353
Remote Similarity	0.6839	NPC329969
Remote Similarity	0.6837	NPC474650
Remote Similarity	0.6837	NPC248642
Remote Similarity	0.6837	NPC138083
Remote Similarity	0.6836	NPC323204
Remote Similarity	0.6833	NPC132771
Remote Similarity	0.6825	NPC134858
Remote Similarity	0.6821	NPC267408
Remote Similarity	0.6821	NPC126284
Remote Similarity	0.6816	NPC213529
Remote Similarity	0.6813	NPC182119
Remote Similarity	0.6812	NPC314743
Remote Similarity	0.6811	NPC44730
Remote Similarity	0.6809	NPC469479
Remote Similarity	0.6809	NPC469654
Remote Similarity	0.6806	NPC475845
Remote Similarity	0.6805	NPC136112
Remote Similarity	0.6805	NPC141739
Remote Similarity	0.6804	NPC32064
Remote Similarity	0.6802	NPC156576
Remote Similarity	0.6798	NPC70290
Remote Similarity	0.6798	NPC124302
Remote Similarity	0.6798	NPC215098
Remote Similarity	0.6798	NPC73020
Remote Similarity	0.6798	NPC46744
Remote Similarity	0.6798	NPC14622
Remote Similarity	0.6796	NPC277857
Remote Similarity	0.6796	NPC321505
Remote Similarity	0.6796	NPC191376
Remote Similarity	0.6796	NPC179825
Remote Similarity	0.6796	NPC115144
Remote Similarity	0.6794	NPC46990
Remote Similarity	0.6791	NPC163635
Remote Similarity	0.6791	NPC329640
Remote Similarity	0.6791	NPC478055
Remote Similarity	0.6789	NPC474858
Remote Similarity	0.6789	NPC86144
Remote Similarity	0.6789	NPC304659
Remote Similarity	0.6789	NPC188120
Remote Similarity	0.6789	NPC124657
Remote Similarity	0.6789	NPC53146
Remote Similarity	0.6789	NPC286790
Remote Similarity	0.6788	NPC4669
Remote Similarity	0.6786	NPC140359
Remote Similarity	0.6786	NPC473562
Remote Similarity	0.6786	NPC13020
Remote Similarity	0.6784	NPC186546
Remote Similarity	0.6784	NPC174122
Remote Similarity	0.6784	NPC476576
Remote Similarity	0.6784	NPC64140
Remote Similarity	0.6782	NPC282477
Remote Similarity	0.6782	NPC284855
Remote Similarity	0.6779	NPC219350
Remote Similarity	0.6779	NPC194699
Remote Similarity	0.6778	NPC304956
Remote Similarity	0.6778	NPC185838
Remote Similarity	0.6774	NPC147091
Remote Similarity	0.6772	NPC44507
Remote Similarity	0.6771	NPC474708
Remote Similarity	0.6771	NPC164608
Remote Similarity	0.6766	NPC94499
Remote Similarity	0.6763	NPC118419
Remote Similarity	0.6763	NPC214869
Remote Similarity	0.6761	NPC253429
Remote Similarity	0.6761	NPC471719
Remote Similarity	0.676	NPC52664
Remote Similarity	0.6758	NPC470935
Remote Similarity	0.6758	NPC471032
Remote Similarity	0.6757	NPC207675
Remote Similarity	0.6757	NPC212699
Remote Similarity	0.6757	NPC292003
Remote Similarity	0.6755	NPC226428
Remote Similarity	0.6755	NPC18402
Remote Similarity	0.6754	NPC474324
Remote Similarity	0.6754	NPC190332
Remote Similarity	0.6754	NPC150879
Remote Similarity	0.6754	NPC181653
Remote Similarity	0.6754	NPC57812
Remote Similarity	0.6753	NPC319774
Remote Similarity	0.6753	NPC477558
Remote Similarity	0.6751	NPC299806

Drug Structure

NPD3857 OpenBabel08211704332D 33 35 0 0 1 0 0 0 0 0999 V2000 -5.1345 -0.1857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6604 3.2171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8184 2.7310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5024 2.7310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6086 1.2727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7666 1.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4505 -0.1857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7666 -0.1857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6604 1.2727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1345 1.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2925 0.3004 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6086 0.3004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8184 1.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5024 1.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9765 1.2727 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9246 1.2727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9246 0.3004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2554 1.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4134 0.3004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5715 0.7865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3443 1.2727 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.2925 1.2727 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9765 0.3004 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0974 1.2727 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2554 2.7310 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2554 0.7865 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4134 -0.6718 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.5731 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 -3.4505 1.7588 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8184 -0.1857 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0974 3.2171 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2554 -1.1579 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 13 1 0 0 0 0 4 14 2 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 16 1 0 0 0 0 7 11 1 0 0 0 0 7 12 1 0 0 0 0 8 12 2 0 0 0 0 8 17 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 22 1 0 0 0 0 11 1 1 1 0 0 0 11 22 1 0 0 0 0 13 15 1 0 0 0 0 14 21 1 0 0 0 0 15 10 1 6 0 0 0 15 23 1 0 0 0 0 16 17 2 0 0 0 0 16 28 1 0 0 0 0 17 29 1 0 0 0 0 18 20 1 0 0 0 0 18 24 2 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 26 2 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 20 29 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 25 32 1 0 0 0 0 27 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000443
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5486546
ChEBI
CAS Number

Drug Properties

Molecular Weight	421.09
ALogP	-0.8797
MLogP	2.67
XLogP	2.375
HDA	6
HBD	4
Rotatable Bonds	13
TPSA	125.32
RO5 Violation	0