NPASS drugs

Drug Information

Drug ID:	NPD3465
Drug Name:
Molecular Formula:	C19H22ClNO4
Canonical SMILES:	C[C@H](Cc1ccc(cc1)OCC(=O)O)NC[C@@H](c1cccc(c1)Cl)O
Standard InCHI:	InChI=1S/C19H22ClNO4/c1-13(21-11-18(22)15-3-2-4-16(20)10-15)9-14-5-7-17(8-6-14)25-12-19(23)24/h2-8,10,13,18,21-22H,9,11-12H2,1H3,(H,23,24)/t13-,18+/m1/s1
Standard InCHIKey:	ZGGNJJJYUVRADP-ACJLOTCBSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3465

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	109
0.1-0.2	795
0.2-0.3	3454
0.3-0.4	9582
0.4-0.5	4050
0.5-0.6	10249
0.6-0.7	2592
0.7-0.8	56
0.8-0.85	3
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	0.817	NPC204546
Intermediate Similarity	0.8012	NPC269383
Intermediate Similarity	0.8012	NPC151030
Intermediate Similarity	0.7959	NPC320242
Intermediate Similarity	0.7811	NPC49315
Intermediate Similarity	0.7763	NPC97870
Intermediate Similarity	0.7763	NPC247018
Intermediate Similarity	0.7763	NPC307123
Intermediate Similarity	0.7718	NPC136112
Intermediate Similarity	0.7718	NPC141739
Intermediate Similarity	0.7688	NPC271958
Intermediate Similarity	0.7688	NPC263507
Intermediate Similarity	0.7688	NPC45112
Intermediate Similarity	0.7688	NPC134413
Intermediate Similarity	0.7628	NPC231163
Intermediate Similarity	0.7628	NPC318591
Intermediate Similarity	0.7578	NPC132771
Intermediate Similarity	0.75	NPC86678
Intermediate Similarity	0.7457	NPC227778
Intermediate Similarity	0.7456	NPC158900
Intermediate Similarity	0.7407	NPC313414
Intermediate Similarity	0.7351	NPC328267
Intermediate Similarity	0.7308	NPC470392
Intermediate Similarity	0.7262	NPC207675
Intermediate Similarity	0.7262	NPC56635
Intermediate Similarity	0.7262	NPC212699
Intermediate Similarity	0.725	NPC317741
Intermediate Similarity	0.725	NPC241086
Intermediate Similarity	0.725	NPC282087
Intermediate Similarity	0.725	NPC318984
Intermediate Similarity	0.725	NPC328137
Intermediate Similarity	0.725	NPC259800
Intermediate Similarity	0.725	NPC318028
Intermediate Similarity	0.7237	NPC255253
Intermediate Similarity	0.7205	NPC212850
Intermediate Similarity	0.7205	NPC86087
Intermediate Similarity	0.7205	NPC83289
Intermediate Similarity	0.7205	NPC189724
Intermediate Similarity	0.7192	NPC26524
Intermediate Similarity	0.7152	NPC245974
Intermediate Similarity	0.7143	NPC197239
Intermediate Similarity	0.7143	NPC326860
Intermediate Similarity	0.7135	NPC219350
Intermediate Similarity	0.7135	NPC194699
Intermediate Similarity	0.7134	NPC48909
Intermediate Similarity	0.7107	NPC470441
Intermediate Similarity	0.7101	NPC206372
Intermediate Similarity	0.7101	NPC203424
Intermediate Similarity	0.7091	NPC17760
Intermediate Similarity	0.7086	NPC263835
Intermediate Similarity	0.7086	NPC196091
Intermediate Similarity	0.7078	NPC95733
Intermediate Similarity	0.7078	NPC62101
Intermediate Similarity	0.7073	NPC182475
Intermediate Similarity	0.7055	NPC66518
Intermediate Similarity	0.7032	NPC29477
Intermediate Similarity	0.703	NPC247298
Intermediate Similarity	0.7025	NPC45191
Intermediate Similarity	0.7011	NPC469479
Remote Similarity	0.699	NPC469442
Remote Similarity	0.699	NPC277306
Remote Similarity	0.6987	NPC218323
Remote Similarity	0.698	NPC213
Remote Similarity	0.698	NPC10286
Remote Similarity	0.6977	NPC37205
Remote Similarity	0.6977	NPC160931
Remote Similarity	0.6975	NPC312770
Remote Similarity	0.6975	NPC41473
Remote Similarity	0.6975	NPC14600
Remote Similarity	0.6975	NPC204848
Remote Similarity	0.6975	NPC160607
Remote Similarity	0.697	NPC178466
Remote Similarity	0.697	NPC63628
Remote Similarity	0.6959	NPC140915
Remote Similarity	0.6959	NPC305700
Remote Similarity	0.6959	NPC233926
Remote Similarity	0.6959	NPC10221
Remote Similarity	0.6959	NPC18249
Remote Similarity	0.6959	NPC187028
Remote Similarity	0.6959	NPC197741
Remote Similarity	0.6941	NPC277669
Remote Similarity	0.6941	NPC76213
Remote Similarity	0.6928	NPC97004
Remote Similarity	0.6928	NPC318357
Remote Similarity	0.6928	NPC136951
Remote Similarity	0.6928	NPC161155
Remote Similarity	0.6923	NPC60538
Remote Similarity	0.6923	NPC207824
Remote Similarity	0.6919	NPC25539
Remote Similarity	0.6918	NPC326599
Remote Similarity	0.6918	NPC329595
Remote Similarity	0.6908	NPC43275
Remote Similarity	0.6903	NPC211218
Remote Similarity	0.6903	NPC307020
Remote Similarity	0.6893	NPC329717
Remote Similarity	0.689	NPC168861
Remote Similarity	0.6886	NPC97282
Remote Similarity	0.6882	NPC47672
Remote Similarity	0.6875	NPC471953
Remote Similarity	0.6871	NPC193528
Remote Similarity	0.6863	NPC321133
Remote Similarity	0.686	NPC2295
Remote Similarity	0.686	NPC477564
Remote Similarity	0.6849	NPC97811
Remote Similarity	0.6848	NPC299806
Remote Similarity	0.6848	NPC315542
Remote Similarity	0.6839	NPC298486
Remote Similarity	0.6836	NPC469505
Remote Similarity	0.6835	NPC473993
Remote Similarity	0.6832	NPC66643
Remote Similarity	0.6829	NPC299583
Remote Similarity	0.6824	NPC182119
Remote Similarity	0.6823	NPC469443
Remote Similarity	0.6813	NPC114102
Remote Similarity	0.6813	NPC326966
Remote Similarity	0.6805	NPC277857
Remote Similarity	0.6805	NPC115144
Remote Similarity	0.68	NPC235250
Remote Similarity	0.6795	NPC140359
Remote Similarity	0.6795	NPC13020
Remote Similarity	0.6792	NPC110313
Remote Similarity	0.6792	NPC325651
Remote Similarity	0.678	NPC209463
Remote Similarity	0.678	NPC473502
Remote Similarity	0.6774	NPC474862
Remote Similarity	0.6772	NPC120225
Remote Similarity	0.6772	NPC213552
Remote Similarity	0.677	NPC214869
Remote Similarity	0.677	NPC274732
Remote Similarity	0.677	NPC208757
Remote Similarity	0.6768	NPC471719
Remote Similarity	0.6765	NPC470935
Remote Similarity	0.6765	NPC471032
Remote Similarity	0.6763	NPC156311
Remote Similarity	0.6757	NPC46844
Remote Similarity	0.6755	NPC51345
Remote Similarity	0.6755	NPC296526
Remote Similarity	0.6752	NPC293701
Remote Similarity	0.6752	NPC114901
Remote Similarity	0.6752	NPC109822
Remote Similarity	0.6752	NPC48990
Remote Similarity	0.6752	NPC94276
Remote Similarity	0.675	NPC195749
Remote Similarity	0.675	NPC35961
Remote Similarity	0.675	NPC241354
Remote Similarity	0.675	NPC52029
Remote Similarity	0.6748	NPC6570
Remote Similarity	0.6748	NPC237227
Remote Similarity	0.6747	NPC323204
Remote Similarity	0.6742	NPC186617
Remote Similarity	0.674	NPC108434
Remote Similarity	0.674	NPC475215
Remote Similarity	0.6734	NPC326333
Remote Similarity	0.6732	NPC101503
Remote Similarity	0.6731	NPC151237
Remote Similarity	0.6731	NPC71090
Remote Similarity	0.673	NPC251571
Remote Similarity	0.6727	NPC126206
Remote Similarity	0.6726	NPC294249
Remote Similarity	0.6725	NPC139699
Remote Similarity	0.6725	NPC114659
Remote Similarity	0.6723	NPC254700
Remote Similarity	0.671	NPC83279
Remote Similarity	0.6709	NPC194519
Remote Similarity	0.6709	NPC124776
Remote Similarity	0.6709	NPC289459
Remote Similarity	0.6708	NPC30390
Remote Similarity	0.6704	NPC473693
Remote Similarity	0.6704	NPC471568
Remote Similarity	0.6702	NPC473371
Remote Similarity	0.6702	NPC51047
Remote Similarity	0.6689	NPC474272
Remote Similarity	0.6688	NPC279379
Remote Similarity	0.6688	NPC256369
Remote Similarity	0.6688	NPC163036
Remote Similarity	0.6687	NPC155838
Remote Similarity	0.6687	NPC2363
Remote Similarity	0.6685	NPC124433
Remote Similarity	0.6685	NPC293871
Remote Similarity	0.6667	NPC127389
Remote Similarity	0.6667	NPC58607
Remote Similarity	0.6667	NPC428
Remote Similarity	0.6667	NPC147390
Remote Similarity	0.6667	NPC236347
Remote Similarity	0.6667	NPC246587
Remote Similarity	0.6667	NPC301713
Remote Similarity	0.6667	NPC118419
Remote Similarity	0.6667	NPC191037
Remote Similarity	0.6667	NPC326027
Remote Similarity	0.6667	NPC137096
Remote Similarity	0.6667	NPC178284
Remote Similarity	0.6667	NPC476571
Remote Similarity	0.6667	NPC135538
Remote Similarity	0.6667	NPC323775
Remote Similarity	0.6667	NPC63931
Remote Similarity	0.6667	NPC290451
Remote Similarity	0.6667	NPC471664
Remote Similarity	0.6667	NPC24233
Remote Similarity	0.6667	NPC471665
Remote Similarity	0.6649	NPC264938

Drug Structure

NPD3465 OpenBabel08211703112D 28 29 0 0 1 0 0 0 0 0999 V2000 2.5981 -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 0.8660 0.5000 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 4.3301 -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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 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 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 2 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 0.8660 -1.5000 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 3.4641 -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 1 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 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 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 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 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 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 15 1 0 0 0 0 4 16 2 0 0 0 0 5 7 1 0 0 0 0 5 14 2 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 13 1 0 0 0 0 9 14 1 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 11 21 1 0 0 0 0 12 19 1 0 0 0 0 12 25 1 0 0 0 0 13 1 1 1 0 0 0 13 21 1 0 0 0 0 15 18 1 0 0 0 0 16 20 1 0 0 0 0 17 25 1 0 0 0 0 18 11 1 6 0 0 0 18 22 1 0 0 0 0 19 23 2 0 0 0 0 19 24 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000347
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9841972
ChEBI
CAS Number

Drug Properties

Molecular Weight	363.12
ALogP	-0.7076
MLogP	2.89
XLogP	3.554
HDA	4
HBD	3
Rotatable Bonds	13
TPSA	78.79
RO5 Violation	0