NPASS drugs

Drug Information

Drug ID:	NPD5640
Drug Name:	PF-821385
Molecular Formula:	C23H28N4O5
Canonical SMILES:	CN=C(c1ncc(c(c1)OC)O[C@H](C(=O)N1CCN(C[C@H]1C)C(=O)c1ccccc1)C)O
Standard InCHI:	InChI=1S/C23H28N4O5/c1-15-14-26(23(30)17-8-6-5-7-9-17)10-11-27(15)22(29)16(2)32-20-13-25-18(21(28)24-3)12-19(20)31-4/h5-9,12-13,15-16H,10-11,14H2,1-4H3,(H,24,28)/t15-,16+/m1/s1
Standard InCHIKey:	KVDRFBPETGPOMO-CVEARBPZSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5640

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	301
0.1-0.2	1987
0.2-0.3	8852
0.3-0.4	3783
0.4-0.5	10222
0.5-0.6	4536
0.6-0.7	1114
0.7-0.8	94
0.8-0.85	1
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	0.8158	NPC316224
Intermediate Similarity	0.7864	NPC314270
Intermediate Similarity	0.7773	NPC472435
Intermediate Similarity	0.7751	NPC226202
Intermediate Similarity	0.7735	NPC472434
Intermediate Similarity	0.7676	NPC472436
Intermediate Similarity	0.7668	NPC315804
Intermediate Similarity	0.7668	NPC313804
Intermediate Similarity	0.7588	NPC186351
Intermediate Similarity	0.7468	NPC291609
Intermediate Similarity	0.7468	NPC75179
Intermediate Similarity	0.7455	NPC287208
Intermediate Similarity	0.7426	NPC124300
Intermediate Similarity	0.7409	NPC193238
Intermediate Similarity	0.7401	NPC54066
Intermediate Similarity	0.7397	NPC329708
Intermediate Similarity	0.7397	NPC47059
Intermediate Similarity	0.7397	NPC274291
Intermediate Similarity	0.7397	NPC264166
Intermediate Similarity	0.7397	NPC118832
Intermediate Similarity	0.7397	NPC165349
Intermediate Similarity	0.7375	NPC161801
Intermediate Similarity	0.7347	NPC258048
Intermediate Similarity	0.7342	NPC477588
Intermediate Similarity	0.7342	NPC477586
Intermediate Similarity	0.7342	NPC477590
Intermediate Similarity	0.7342	NPC477585
Intermediate Similarity	0.7333	NPC310618
Intermediate Similarity	0.7333	NPC20249
Intermediate Similarity	0.733	NPC316403
Intermediate Similarity	0.7311	NPC99891
Intermediate Similarity	0.7289	NPC236668
Intermediate Similarity	0.7277	NPC172222
Intermediate Similarity	0.7273	NPC219963
Intermediate Similarity	0.7269	NPC152620
Intermediate Similarity	0.7261	NPC216612
Intermediate Similarity	0.7257	NPC477587
Intermediate Similarity	0.7257	NPC146976
Intermediate Similarity	0.7257	NPC477589
Intermediate Similarity	0.7257	NPC184680
Intermediate Similarity	0.724	NPC210256
Intermediate Similarity	0.7229	NPC328928
Intermediate Similarity	0.7227	NPC470785
Intermediate Similarity	0.7227	NPC474183
Intermediate Similarity	0.7225	NPC288349
Intermediate Similarity	0.7207	NPC472287
Intermediate Similarity	0.7207	NPC472286
Intermediate Similarity	0.7205	NPC168209
Intermediate Similarity	0.7202	NPC127085
Intermediate Similarity	0.7195	NPC326930
Intermediate Similarity	0.7195	NPC475301
Intermediate Similarity	0.719	NPC266551
Intermediate Similarity	0.719	NPC161887
Intermediate Similarity	0.7189	NPC109922
Intermediate Similarity	0.7174	NPC128115
Intermediate Similarity	0.7167	NPC119134
Intermediate Similarity	0.7166	NPC13603
Intermediate Similarity	0.7163	NPC114974
Intermediate Similarity	0.7162	NPC197141
Intermediate Similarity	0.7161	NPC196718
Intermediate Similarity	0.7155	NPC470784
Intermediate Similarity	0.7137	NPC244536
Intermediate Similarity	0.7131	NPC323752
Intermediate Similarity	0.7126	NPC85879
Intermediate Similarity	0.7126	NPC53255
Intermediate Similarity	0.7119	NPC201508
Intermediate Similarity	0.7119	NPC107123
Intermediate Similarity	0.7112	NPC243633
Intermediate Similarity	0.7112	NPC478141
Intermediate Similarity	0.7112	NPC175150
Intermediate Similarity	0.7101	NPC182222
Intermediate Similarity	0.7097	NPC289786
Intermediate Similarity	0.7089	NPC102593
Intermediate Similarity	0.708	NPC473833
Intermediate Similarity	0.7077	NPC196449
Intermediate Similarity	0.7077	NPC314222
Intermediate Similarity	0.7076	NPC24019
Intermediate Similarity	0.7073	NPC137353
Intermediate Similarity	0.7059	NPC96584
Intermediate Similarity	0.7059	NPC329631
Intermediate Similarity	0.7059	NPC141053
Intermediate Similarity	0.7059	NPC255800
Intermediate Similarity	0.7049	NPC58209
Intermediate Similarity	0.7037	NPC188400
Intermediate Similarity	0.7034	NPC246381
Intermediate Similarity	0.7031	NPC153452
Intermediate Similarity	0.7028	NPC53534
Intermediate Similarity	0.7025	NPC148889
Intermediate Similarity	0.7024	NPC471978
Intermediate Similarity	0.7018	NPC112206
Intermediate Similarity	0.7018	NPC202605
Intermediate Similarity	0.7014	NPC123395
Intermediate Similarity	0.7013	NPC473822
Intermediate Similarity	0.7009	NPC295158
Intermediate Similarity	0.7	NPC267928
Remote Similarity	0.6987	NPC74562
Remote Similarity	0.6987	NPC316181
Remote Similarity	0.6987	NPC151781
Remote Similarity	0.698	NPC475533
Remote Similarity	0.6979	NPC473449
Remote Similarity	0.6974	NPC146418
Remote Similarity	0.6972	NPC471448
Remote Similarity	0.6968	NPC239954
Remote Similarity	0.6968	NPC168911
Remote Similarity	0.6968	NPC212213
Remote Similarity	0.6967	NPC15406
Remote Similarity	0.6967	NPC160100
Remote Similarity	0.6964	NPC317572
Remote Similarity	0.6963	NPC207851
Remote Similarity	0.696	NPC469589
Remote Similarity	0.696	NPC174672
Remote Similarity	0.6955	NPC210296
Remote Similarity	0.6951	NPC475315
Remote Similarity	0.6951	NPC324619
Remote Similarity	0.6947	NPC156044
Remote Similarity	0.6943	NPC264176
Remote Similarity	0.6943	NPC111732
Remote Similarity	0.6941	NPC471979
Remote Similarity	0.6933	NPC16452
Remote Similarity	0.6933	NPC36229
Remote Similarity	0.6933	NPC476581
Remote Similarity	0.693	NPC290689
Remote Similarity	0.6929	NPC477549
Remote Similarity	0.6926	NPC166712
Remote Similarity	0.6926	NPC72905
Remote Similarity	0.6923	NPC90019
Remote Similarity	0.692	NPC478045
Remote Similarity	0.6907	NPC97746
Remote Similarity	0.6906	NPC79223
Remote Similarity	0.6903	NPC309498
Remote Similarity	0.6903	NPC472111
Remote Similarity	0.6901	NPC472061
Remote Similarity	0.6895	NPC195268
Remote Similarity	0.6895	NPC133140
Remote Similarity	0.6895	NPC165964
Remote Similarity	0.6895	NPC26543
Remote Similarity	0.6894	NPC210434
Remote Similarity	0.6892	NPC472284
Remote Similarity	0.6891	NPC194740
Remote Similarity	0.6888	NPC170751
Remote Similarity	0.6888	NPC34770
Remote Similarity	0.6888	NPC90875
Remote Similarity	0.6888	NPC253675
Remote Similarity	0.6886	NPC174758
Remote Similarity	0.6886	NPC472752
Remote Similarity	0.6884	NPC320394
Remote Similarity	0.6878	NPC24370
Remote Similarity	0.6878	NPC473053
Remote Similarity	0.6878	NPC319232
Remote Similarity	0.6875	NPC469554
Remote Similarity	0.6875	NPC227824
Remote Similarity	0.6875	NPC233334
Remote Similarity	0.6875	NPC320324
Remote Similarity	0.6875	NPC328559
Remote Similarity	0.6875	NPC471004
Remote Similarity	0.6875	NPC319880
Remote Similarity	0.6875	NPC244839
Remote Similarity	0.6875	NPC477516
Remote Similarity	0.687	NPC26679
Remote Similarity	0.6867	NPC183537
Remote Similarity	0.6867	NPC469594
Remote Similarity	0.6864	NPC65277
Remote Similarity	0.6864	NPC205372
Remote Similarity	0.6864	NPC322482
Remote Similarity	0.6864	NPC230403
Remote Similarity	0.6863	NPC132385
Remote Similarity	0.6861	NPC476578
Remote Similarity	0.6861	NPC50997
Remote Similarity	0.6861	NPC4071
Remote Similarity	0.6861	NPC476582
Remote Similarity	0.6861	NPC160127
Remote Similarity	0.686	NPC108342
Remote Similarity	0.6858	NPC25442
Remote Similarity	0.6858	NPC472259
Remote Similarity	0.6858	NPC12944
Remote Similarity	0.6857	NPC14651
Remote Similarity	0.6857	NPC121658
Remote Similarity	0.6856	NPC470020
Remote Similarity	0.6855	NPC270515
Remote Similarity	0.6853	NPC152768
Remote Similarity	0.6853	NPC8022
Remote Similarity	0.6853	NPC148183
Remote Similarity	0.6853	NPC470799
Remote Similarity	0.6849	NPC140296
Remote Similarity	0.6849	NPC146824
Remote Similarity	0.6849	NPC127647
Remote Similarity	0.6846	NPC237702
Remote Similarity	0.6844	NPC311357
Remote Similarity	0.6842	NPC82548
Remote Similarity	0.684	NPC194724
Remote Similarity	0.6835	NPC212766
Remote Similarity	0.6835	NPC21638
Remote Similarity	0.6835	NPC289423
Remote Similarity	0.6835	NPC110741
Remote Similarity	0.6833	NPC473689
Remote Similarity	0.6833	NPC135950
Remote Similarity	0.6833	NPC292416
Remote Similarity	0.6831	NPC189903
Remote Similarity	0.6831	NPC182907
Remote Similarity	0.683	NPC19872

Drug Structure

NPD5640 OpenBabel08211708292D 33 35 0 0 1 0 0 0 0 0999 V2000 2.5981 1.5000 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 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 0 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 4.3301 -0.5000 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 -0.0000 1.0000 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 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9282 1.0000 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 0.0000 -0.0000 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 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 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 24 1 0 0 0 0 4 31 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 11 1 0 0 0 0 10 26 1 0 0 0 0 11 27 1 0 0 0 0 12 18 1 0 0 0 0 12 19 2 0 0 0 0 13 20 2 0 0 0 0 13 25 1 0 0 0 0 14 15 1 0 0 0 0 14 26 1 0 0 0 0 15 1 1 6 0 0 0 15 27 1 0 0 0 0 16 2 1 1 0 0 0 16 22 1 0 0 0 0 16 32 1 0 0 0 0 17 23 1 0 0 0 0 18 21 1 0 0 0 0 18 25 2 0 0 0 0 19 20 1 0 0 0 0 19 31 1 0 0 0 0 20 32 1 0 0 0 0 21 24 2 3 0 0 0 21 28 1 0 0 0 0 22 27 1 0 0 0 0 22 29 2 0 0 0 0 23 26 1 0 0 0 0 23 30 2 0 0 0 0 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006609
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	440.21
ALogP	-1.8612
MLogP	3
XLogP	2.989
HDA	7
HBD	1
Rotatable Bonds	13
TPSA	104.56
RO5 Violation	0