NPASS drugs

Drug Information

Drug ID:	NPD5822
Drug Name:
Molecular Formula:	C24H21Cl2NO5
Canonical SMILES:	COc1cccc(c1c1ccc(cc1)C[C@@H](C(=O)O)N=C(c1c(Cl)cccc1Cl)O)OC
Standard InCHI:	InChI=1S/C24H21Cl2NO5/c1-31-19-7-4-8-20(32-2)21(19)15-11-9-14(10-12-15)13-18(24(29)30)27-23(28)22-16(25)5-3-6-17(22)26/h3-12,18H,13H2,1-2H3,(H,27,28)(H,29,30)/t18-/m0/s1
Standard InCHIKey:	DRSJLVGDSNWQBI-SFHVURJKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5822

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	167
0.1-0.2	971
0.2-0.3	3079
0.3-0.4	9555
0.4-0.5	3438
0.5-0.6	9518
0.6-0.7	4143
0.7-0.8	19
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	0.7527	NPC474498
Intermediate Similarity	0.7457	NPC195766
Intermediate Similarity	0.7457	NPC206736
Intermediate Similarity	0.7318	NPC49315
Intermediate Similarity	0.731	NPC265473
Intermediate Similarity	0.731	NPC276665
Intermediate Similarity	0.7228	NPC86678
Intermediate Similarity	0.7222	NPC470392
Intermediate Similarity	0.7207	NPC151030
Intermediate Similarity	0.7207	NPC269383
Intermediate Similarity	0.7184	NPC56635
Intermediate Similarity	0.716	NPC45191
Intermediate Similarity	0.712	NPC45112
Intermediate Similarity	0.712	NPC263507
Intermediate Similarity	0.712	NPC271958
Intermediate Similarity	0.712	NPC134413
Intermediate Similarity	0.7117	NPC244866
Intermediate Similarity	0.7031	NPC264938
Intermediate Similarity	0.7019	NPC476353
Remote Similarity	0.6989	NPC470422
Remote Similarity	0.6984	NPC232872
Remote Similarity	0.6977	NPC132771
Remote Similarity	0.6975	NPC296712
Remote Similarity	0.6963	NPC470642
Remote Similarity	0.6961	NPC208280
Remote Similarity	0.6957	NPC29477
Remote Similarity	0.6919	NPC313414
Remote Similarity	0.6902	NPC227778
Remote Similarity	0.6897	NPC25844
Remote Similarity	0.6894	NPC4974
Remote Similarity	0.6894	NPC62101
Remote Similarity	0.6894	NPC95733
Remote Similarity	0.6893	NPC212699
Remote Similarity	0.6893	NPC207675
Remote Similarity	0.6889	NPC235143
Remote Similarity	0.6889	NPC230956
Remote Similarity	0.6889	NPC205255
Remote Similarity	0.6889	NPC119649
Remote Similarity	0.6889	NPC271388
Remote Similarity	0.6882	NPC71903
Remote Similarity	0.6875	NPC127402
Remote Similarity	0.6865	NPC198075
Remote Similarity	0.6851	NPC80759
Remote Similarity	0.6851	NPC79402
Remote Similarity	0.6842	NPC183642
Remote Similarity	0.6842	NPC170812
Remote Similarity	0.6842	NPC310370
Remote Similarity	0.6835	NPC43275
Remote Similarity	0.6833	NPC221864
Remote Similarity	0.6832	NPC211218
Remote Similarity	0.6829	NPC325651
Remote Similarity	0.6828	NPC474051
Remote Similarity	0.68	NPC163846
Remote Similarity	0.68	NPC225173
Remote Similarity	0.6784	NPC251681
Remote Similarity	0.6784	NPC243528
Remote Similarity	0.6782	NPC71739
Remote Similarity	0.6778	NPC125709
Remote Similarity	0.6778	NPC292385
Remote Similarity	0.6769	NPC471563
Remote Similarity	0.6766	NPC189106
Remote Similarity	0.6766	NPC128348
Remote Similarity	0.6766	NPC66384
Remote Similarity	0.6766	NPC112192
Remote Similarity	0.6766	NPC475008
Remote Similarity	0.6766	NPC186097
Remote Similarity	0.6766	NPC475009
Remote Similarity	0.6766	NPC309717
Remote Similarity	0.6766	NPC164236
Remote Similarity	0.6765	NPC296898
Remote Similarity	0.6763	NPC250755
Remote Similarity	0.6761	NPC182119
Remote Similarity	0.6761	NPC125801
Remote Similarity	0.676	NPC107602
Remote Similarity	0.6748	NPC113495
Remote Similarity	0.6747	NPC12694
Remote Similarity	0.6747	NPC469929
Remote Similarity	0.6744	NPC155552
Remote Similarity	0.674	NPC329837
Remote Similarity	0.6739	NPC56887
Remote Similarity	0.6739	NPC68328
Remote Similarity	0.6739	NPC193853
Remote Similarity	0.6739	NPC223077
Remote Similarity	0.6737	NPC45072
Remote Similarity	0.6736	NPC29531
Remote Similarity	0.673	NPC184302
Remote Similarity	0.673	NPC319950
Remote Similarity	0.6727	NPC478147
Remote Similarity	0.6727	NPC215300
Remote Similarity	0.6724	NPC17760
Remote Similarity	0.6724	NPC9373
Remote Similarity	0.6723	NPC472841
Remote Similarity	0.6723	NPC478189
Remote Similarity	0.6723	NPC113790
Remote Similarity	0.6719	NPC151292
Remote Similarity	0.6708	NPC142577
Remote Similarity	0.6707	NPC210950
Remote Similarity	0.6707	NPC282508
Remote Similarity	0.6707	NPC472590
Remote Similarity	0.6707	NPC170485
Remote Similarity	0.6707	NPC471517
Remote Similarity	0.6707	NPC199738
Remote Similarity	0.6706	NPC223616
Remote Similarity	0.6706	NPC471316
Remote Similarity	0.6705	NPC182475
Remote Similarity	0.6705	NPC265178
Remote Similarity	0.6702	NPC470565
Remote Similarity	0.6702	NPC277865
Remote Similarity	0.6702	NPC221792
Remote Similarity	0.6702	NPC28160
Remote Similarity	0.6687	NPC6888
Remote Similarity	0.6686	NPC28753
Remote Similarity	0.6686	NPC295696
Remote Similarity	0.6686	NPC204960
Remote Similarity	0.6686	NPC18877
Remote Similarity	0.6686	NPC159623
Remote Similarity	0.6686	NPC20560
Remote Similarity	0.6686	NPC82225
Remote Similarity	0.6686	NPC27643
Remote Similarity	0.6686	NPC125617
Remote Similarity	0.6686	NPC294593
Remote Similarity	0.6686	NPC144051
Remote Similarity	0.6685	NPC329933
Remote Similarity	0.6685	NPC209377
Remote Similarity	0.6684	NPC231371
Remote Similarity	0.6684	NPC474009
Remote Similarity	0.6683	NPC475768
Remote Similarity	0.6667	NPC26238
Remote Similarity	0.6667	NPC40118
Remote Similarity	0.6667	NPC473221
Remote Similarity	0.6667	NPC24394
Remote Similarity	0.6667	NPC476154
Remote Similarity	0.6667	NPC190514
Remote Similarity	0.6667	NPC218884
Remote Similarity	0.6667	NPC264428
Remote Similarity	0.6667	NPC474857
Remote Similarity	0.6667	NPC232021
Remote Similarity	0.6667	NPC77789
Remote Similarity	0.6667	NPC34802
Remote Similarity	0.6667	NPC53781
Remote Similarity	0.6667	NPC123323
Remote Similarity	0.6667	NPC142863
Remote Similarity	0.6667	NPC18128
Remote Similarity	0.6667	NPC307289
Remote Similarity	0.6667	NPC126534
Remote Similarity	0.6649	NPC174311
Remote Similarity	0.6649	NPC476200
Remote Similarity	0.6649	NPC192258
Remote Similarity	0.6649	NPC474902
Remote Similarity	0.6649	NPC117713
Remote Similarity	0.6649	NPC55121
Remote Similarity	0.6649	NPC292213
Remote Similarity	0.6648	NPC146211
Remote Similarity	0.6648	NPC471524
Remote Similarity	0.6648	NPC471473
Remote Similarity	0.6648	NPC471523
Remote Similarity	0.6647	NPC37410
Remote Similarity	0.6647	NPC326966
Remote Similarity	0.6647	NPC32463
Remote Similarity	0.6647	NPC19158
Remote Similarity	0.6647	NPC283009
Remote Similarity	0.6647	NPC261873
Remote Similarity	0.6647	NPC247779
Remote Similarity	0.6647	NPC111655
Remote Similarity	0.6647	NPC2989
Remote Similarity	0.6647	NPC286336
Remote Similarity	0.6646	NPC54507
Remote Similarity	0.6646	NPC229147
Remote Similarity	0.6646	NPC85292
Remote Similarity	0.663	NPC7178
Remote Similarity	0.663	NPC62903
Remote Similarity	0.6629	NPC2569
Remote Similarity	0.6629	NPC172329
Remote Similarity	0.6629	NPC146388
Remote Similarity	0.6629	NPC297600
Remote Similarity	0.6628	NPC327612
Remote Similarity	0.6628	NPC319870
Remote Similarity	0.6628	NPC477837
Remote Similarity	0.6628	NPC23870
Remote Similarity	0.6628	NPC148738
Remote Similarity	0.6628	NPC477838
Remote Similarity	0.6628	NPC73078
Remote Similarity	0.6627	NPC38017
Remote Similarity	0.6627	NPC219923
Remote Similarity	0.6627	NPC469610
Remote Similarity	0.6627	NPC2363
Remote Similarity	0.6616	NPC281629
Remote Similarity	0.6615	NPC191606
Remote Similarity	0.6612	NPC36077
Remote Similarity	0.6611	NPC148945
Remote Similarity	0.6611	NPC204561
Remote Similarity	0.6611	NPC317715
Remote Similarity	0.6611	NPC309512
Remote Similarity	0.6611	NPC39819
Remote Similarity	0.6611	NPC78835
Remote Similarity	0.6611	NPC316960
Remote Similarity	0.661	NPC170239
Remote Similarity	0.661	NPC275125
Remote Similarity	0.661	NPC97937
Remote Similarity	0.6609	NPC178466

Drug Structure

NPD5822 OpenBabel08211708292D 34 36 0 0 1 0 0 0 0 0999 V2000 0.0000 2.0000 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 7.7942 4.5000 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 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 5.0000 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 -1.5000 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 1.7321 2.0000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 1 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 -1.0000 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 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 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 6.9282 2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 5.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 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 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 4.3301 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 32 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 16 1 0 0 0 0 6 17 2 0 0 0 0 7 19 1 0 0 0 0 8 20 2 0 0 0 0 9 11 1 0 0 0 0 9 14 2 0 0 0 0 10 12 2 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 15 21 1 0 0 0 0 16 22 2 0 0 0 0 16 25 1 0 0 0 0 17 22 1 0 0 0 0 17 26 1 0 0 0 0 18 13 1 6 0 0 0 18 24 1 0 0 0 0 18 27 1 0 0 0 0 19 21 2 0 0 0 0 19 31 1 0 0 0 0 20 21 1 0 0 0 0 20 32 1 0 0 0 0 22 23 1 0 0 0 0 23 27 2 3 0 0 0 23 28 1 0 0 0 0 24 29 2 0 0 0 0 24 30 1 0 0 0 0 28 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004593
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9912743
ChEBI
CAS Number

Drug Properties

Molecular Weight	473.08
ALogP	0.9689
MLogP	3.22
XLogP	6.233
HDA	4
HBD	2
Rotatable Bonds	14
TPSA	88.35
RO5 Violation	1