NPASS drugs

Drug Information

Drug ID:	NPD6620
Drug Name:	NPSP-795
Molecular Formula:	C26H32N2O4
Canonical SMILES:	N#Cc1ccc(cc1OC[C@@H](CNC(CC1Cc2c(C1)cccc2)(C)C)O)CCC(=O)O
Standard InCHI:	InChI=1S/C26H32N2O4/c1-26(2,14-19-11-20-5-3-4-6-21(20)12-19)28-16-23(29)17-32-24-13-18(8-10-25(30)31)7-9-22(24)15-27/h3-7,9,13,19,23,28-29H,8,10-12,14,16-17H2,1-2H3,(H,30,31)/t23-/m1/s1
Standard InCHIKey:	NJBFJCJKWWIKRD-HSZRJFAPSA-N
Max Developmental Stage:	Discovery
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6620

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	140
0.1-0.2	781
0.2-0.3	1846
0.3-0.4	6029
0.4-0.5	7744
0.5-0.6	9476
0.6-0.7	4860
0.7-0.8	14
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	0.7987	NPC318591
Intermediate Similarity	0.7987	NPC231163
Intermediate Similarity	0.7622	NPC204546
Intermediate Similarity	0.7486	NPC158900
Intermediate Similarity	0.7405	NPC136112
Intermediate Similarity	0.7405	NPC141739
Intermediate Similarity	0.7202	NPC323204
Intermediate Similarity	0.7188	NPC320242
Intermediate Similarity	0.7134	NPC97870
Intermediate Similarity	0.7134	NPC247018
Intermediate Similarity	0.7134	NPC307123
Intermediate Similarity	0.7074	NPC229234
Intermediate Similarity	0.7056	NPC469479
Intermediate Similarity	0.7006	NPC56635
Remote Similarity	0.6994	NPC132771
Remote Similarity	0.6959	NPC29599
Remote Similarity	0.695	NPC314946
Remote Similarity	0.6936	NPC313414
Remote Similarity	0.6928	NPC470392
Remote Similarity	0.6927	NPC476443
Remote Similarity	0.6927	NPC133817
Remote Similarity	0.691	NPC212699
Remote Similarity	0.691	NPC207675
Remote Similarity	0.691	NPC2295
Remote Similarity	0.691	NPC477564
Remote Similarity	0.6905	NPC68779
Remote Similarity	0.6905	NPC176814
Remote Similarity	0.6905	NPC5310
Remote Similarity	0.6905	NPC4982
Remote Similarity	0.6905	NPC300776
Remote Similarity	0.6901	NPC66518
Remote Similarity	0.6885	NPC469505
Remote Similarity	0.6875	NPC95990
Remote Similarity	0.6872	NPC105942
Remote Similarity	0.6872	NPC205392
Remote Similarity	0.6867	NPC249425
Remote Similarity	0.6864	NPC231884
Remote Similarity	0.6864	NPC42793
Remote Similarity	0.6864	NPC167944
Remote Similarity	0.686	NPC100675
Remote Similarity	0.6848	NPC474858
Remote Similarity	0.6842	NPC265335
Remote Similarity	0.6842	NPC473562
Remote Similarity	0.6839	NPC474059
Remote Similarity	0.6839	NPC283207
Remote Similarity	0.6834	NPC316164
Remote Similarity	0.6832	NPC11708
Remote Similarity	0.6831	NPC293871
Remote Similarity	0.6831	NPC124433
Remote Similarity	0.6825	NPC329816
Remote Similarity	0.6818	NPC472938
Remote Similarity	0.6818	NPC472937
Remote Similarity	0.6818	NPC472936
Remote Similarity	0.681	NPC111088
Remote Similarity	0.6809	NPC329969
Remote Similarity	0.6807	NPC241354
Remote Similarity	0.6806	NPC206061
Remote Similarity	0.6798	NPC229882
Remote Similarity	0.6798	NPC158635
Remote Similarity	0.6796	NPC478161
Remote Similarity	0.6796	NPC478159
Remote Similarity	0.679	NPC188997
Remote Similarity	0.6788	NPC230098
Remote Similarity	0.6788	NPC124626
Remote Similarity	0.6788	NPC223807
Remote Similarity	0.6786	NPC469815
Remote Similarity	0.6786	NPC470160
Remote Similarity	0.6786	NPC469816
Remote Similarity	0.6784	NPC318984
Remote Similarity	0.6784	NPC317741
Remote Similarity	0.6784	NPC259800
Remote Similarity	0.6784	NPC328137
Remote Similarity	0.6784	NPC318028
Remote Similarity	0.6784	NPC282087
Remote Similarity	0.6784	NPC241086
Remote Similarity	0.6778	NPC44606
Remote Similarity	0.6778	NPC469699
Remote Similarity	0.6776	NPC313375
Remote Similarity	0.6776	NPC314725
Remote Similarity	0.6768	NPC170749
Remote Similarity	0.6765	NPC476018
Remote Similarity	0.6765	NPC475011
Remote Similarity	0.6765	NPC113295
Remote Similarity	0.6765	NPC475029
Remote Similarity	0.6758	NPC67080
Remote Similarity	0.6757	NPC195392
Remote Similarity	0.6757	NPC329717
Remote Similarity	0.6757	NPC196091
Remote Similarity	0.6751	NPC308709
Remote Similarity	0.6748	NPC261992
Remote Similarity	0.6748	NPC328267
Remote Similarity	0.6746	NPC470871
Remote Similarity	0.6743	NPC474599
Remote Similarity	0.6742	NPC253591
Remote Similarity	0.674	NPC303950
Remote Similarity	0.674	NPC29647
Remote Similarity	0.6739	NPC470637
Remote Similarity	0.6737	NPC121400
Remote Similarity	0.6726	NPC258073
Remote Similarity	0.6725	NPC90431
Remote Similarity	0.6722	NPC93343
Remote Similarity	0.6721	NPC63931
Remote Similarity	0.6719	NPC315542
Remote Similarity	0.6719	NPC299806
Remote Similarity	0.6719	NPC275132
Remote Similarity	0.6717	NPC281629
Remote Similarity	0.6715	NPC315253
Remote Similarity	0.6706	NPC27394
Remote Similarity	0.6706	NPC478140
Remote Similarity	0.6705	NPC79372
Remote Similarity	0.6705	NPC247221
Remote Similarity	0.6704	NPC76213
Remote Similarity	0.6704	NPC472939
Remote Similarity	0.6704	NPC277669
Remote Similarity	0.6703	NPC35345
Remote Similarity	0.6703	NPC79328
Remote Similarity	0.6702	NPC108434
Remote Similarity	0.6702	NPC211713
Remote Similarity	0.6702	NPC88378
Remote Similarity	0.6702	NPC475215
Remote Similarity	0.6701	NPC329790
Remote Similarity	0.6686	NPC281780
Remote Similarity	0.6686	NPC197239
Remote Similarity	0.6686	NPC326860
Remote Similarity	0.6686	NPC470273
Remote Similarity	0.6685	NPC207824
Remote Similarity	0.6685	NPC115466
Remote Similarity	0.6685	NPC299706
Remote Similarity	0.6685	NPC65591
Remote Similarity	0.6685	NPC471396
Remote Similarity	0.6685	NPC178574
Remote Similarity	0.6685	NPC61604
Remote Similarity	0.6685	NPC71205
Remote Similarity	0.6685	NPC209473
Remote Similarity	0.6685	NPC477879
Remote Similarity	0.6685	NPC287757
Remote Similarity	0.6685	NPC60538
Remote Similarity	0.6685	NPC319320
Remote Similarity	0.6685	NPC245615
Remote Similarity	0.6684	NPC475754
Remote Similarity	0.6684	NPC276120
Remote Similarity	0.6684	NPC222531
Remote Similarity	0.6683	NPC316412
Remote Similarity	0.6683	NPC315351
Remote Similarity	0.6667	NPC282291
Remote Similarity	0.6667	NPC475102
Remote Similarity	0.6667	NPC316368
Remote Similarity	0.6667	NPC475718
Remote Similarity	0.6667	NPC284236
Remote Similarity	0.6667	NPC324081
Remote Similarity	0.6667	NPC326278
Remote Similarity	0.6667	NPC477535
Remote Similarity	0.6667	NPC475976
Remote Similarity	0.6667	NPC322569
Remote Similarity	0.6667	NPC166137
Remote Similarity	0.6667	NPC125924
Remote Similarity	0.6667	NPC314596
Remote Similarity	0.6667	NPC261659
Remote Similarity	0.6667	NPC475890
Remote Similarity	0.6667	NPC118033
Remote Similarity	0.6651	NPC478048
Remote Similarity	0.665	NPC197125
Remote Similarity	0.665	NPC94499
Remote Similarity	0.665	NPC42286
Remote Similarity	0.6649	NPC164608
Remote Similarity	0.6649	NPC310399
Remote Similarity	0.6649	NPC473502
Remote Similarity	0.6649	NPC73422
Remote Similarity	0.6649	NPC476751
Remote Similarity	0.6649	NPC233650
Remote Similarity	0.6648	NPC298647
Remote Similarity	0.6648	NPC273358
Remote Similarity	0.6648	NPC474556
Remote Similarity	0.6648	NPC37205
Remote Similarity	0.6648	NPC160931
Remote Similarity	0.6648	NPC17760
Remote Similarity	0.6648	NPC158871
Remote Similarity	0.6647	NPC475028
Remote Similarity	0.6647	NPC212850
Remote Similarity	0.6647	NPC189724
Remote Similarity	0.6647	NPC83289
Remote Similarity	0.6647	NPC476025
Remote Similarity	0.6647	NPC472591
Remote Similarity	0.6647	NPC226661
Remote Similarity	0.6636	NPC3921
Remote Similarity	0.6633	NPC66909
Remote Similarity	0.6632	NPC138083
Remote Similarity	0.6632	NPC128683
Remote Similarity	0.6631	NPC89831
Remote Similarity	0.6631	NPC17432
Remote Similarity	0.6631	NPC210140
Remote Similarity	0.6631	NPC327694
Remote Similarity	0.663	NPC473773
Remote Similarity	0.663	NPC121615
Remote Similarity	0.663	NPC475579
Remote Similarity	0.663	NPC294511
Remote Similarity	0.663	NPC84349
Remote Similarity	0.663	NPC471394
Remote Similarity	0.663	NPC293164
Remote Similarity	0.6629	NPC253481

Drug Structure

NPD6620 OpenBabel08211710072D 35 37 0 0 1 0 0 0 0 0999 V2000 -0.6340 4.8301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 5.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0685 0.8814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2024 0.3814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0685 1.8814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3364 0.8814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9945 3.3596 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5933 2.5506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2024 2.3814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3364 1.8814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 0.0000 C 0 0 2 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 3.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 4.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 26 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 20 2 0 0 0 0 6 21 2 0 0 0 0 7 9 2 0 0 0 0 7 18 1 0 0 0 0 8 10 1 0 0 0 0 8 18 1 0 0 0 0 9 22 1 0 0 0 0 10 25 1 0 0 0 0 11 19 1 0 0 0 0 11 20 1 0 0 0 0 12 19 1 0 0 0 0 12 21 1 0 0 0 0 13 18 2 0 0 0 0 13 24 1 0 0 0 0 14 19 1 0 0 0 0 14 26 1 0 0 0 0 15 22 1 0 0 0 0 15 27 3 0 0 0 0 16 28 1 0 0 0 0 17 23 1 0 0 0 0 17 32 1 0 0 0 0 20 21 1 0 0 0 0 22 24 2 0 0 0 0 23 16 1 1 0 0 0 23 29 1 0 0 0 0 24 32 1 0 0 0 0 25 30 2 0 0 0 0 25 31 1 0 0 0 0 26 28 1 0 0 0 0 28 33 1 0 0 0 0 29 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002834
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	436.24
ALogP	-0.1771
MLogP	3.66
XLogP	6.065
HDA	5
HBD	3
Rotatable Bonds	15
TPSA	102.58
RO5 Violation	2