NPASS drugs

Drug Information

Drug ID:	NPD4760
Drug Name:
Molecular Formula:	C21H31N3O4
Canonical SMILES:	C=CC[C@@H]([C@H](C(=N[C@H](C(=NC)O)Cc1ccccc1)O)CC(C)C)C(=NO)O
Standard InCHI:	InChI=1S/C21H31N3O4/c1-5-9-16(20(26)24-28)17(12-14(2)3)19(25)23-18(21(27)22-4)13-15-10-7-6-8-11-15/h5-8,10-11,14,16-18,28H,1,9,12-13H2,2-4H3,(H,22,27)(H,23,25)(H,24,26)/t16-,17+,18-/m0/s1
Standard InCHIKey:	GKHRDWHFKKUYAX-KSZLIROESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4760

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	81
0.1-0.2	540
0.2-0.3	2262
0.3-0.4	11666
0.4-0.5	12714
0.5-0.6	3014
0.6-0.7	504
0.7-0.8	84
0.8-0.85	14
0.85-0.9	8
0.9-0.95	3
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
High Similarity	0.9158	NPC25565
High Similarity	0.9062	NPC475439
High Similarity	0.9062	NPC473501
High Similarity	0.8854	NPC303045
High Similarity	0.8854	NPC161972
High Similarity	0.8713	NPC224610
High Similarity	0.8713	NPC113326
High Similarity	0.8713	NPC88267
High Similarity	0.8713	NPC194390
High Similarity	0.8542	NPC226438
High Similarity	0.8511	NPC471638
Intermediate Similarity	0.8485	NPC311242
Intermediate Similarity	0.8333	NPC470877
Intermediate Similarity	0.8247	NPC74936
Intermediate Similarity	0.8247	NPC316108
Intermediate Similarity	0.8247	NPC121872
Intermediate Similarity	0.8247	NPC78041
Intermediate Similarity	0.8247	NPC159178
Intermediate Similarity	0.8247	NPC471307
Intermediate Similarity	0.8247	NPC141139
Intermediate Similarity	0.8247	NPC209764
Intermediate Similarity	0.81	NPC58674
Intermediate Similarity	0.8061	NPC172128
Intermediate Similarity	0.8019	NPC327481
Intermediate Similarity	0.8	NPC471309
Intermediate Similarity	0.7909	NPC474584
Intermediate Similarity	0.7857	NPC12429
Intermediate Similarity	0.78	NPC245259
Intermediate Similarity	0.7788	NPC12730
Intermediate Similarity	0.7699	NPC317254
Intermediate Similarity	0.7677	NPC325441
Intermediate Similarity	0.7658	NPC329011
Intermediate Similarity	0.7652	NPC314992
Intermediate Similarity	0.7652	NPC310467
Intermediate Similarity	0.7632	NPC470544
Intermediate Similarity	0.7632	NPC2265
Intermediate Similarity	0.7593	NPC211551
Intermediate Similarity	0.757	NPC471317
Intermediate Similarity	0.757	NPC164859
Intermediate Similarity	0.7568	NPC319579
Intermediate Similarity	0.7565	NPC470545
Intermediate Similarity	0.7565	NPC169328
Intermediate Similarity	0.7565	NPC254088
Intermediate Similarity	0.7547	NPC469457
Intermediate Similarity	0.7544	NPC197470
Intermediate Similarity	0.7525	NPC258627
Intermediate Similarity	0.7522	NPC276949
Intermediate Similarity	0.7522	NPC35850
Intermediate Similarity	0.7521	NPC478015
Intermediate Similarity	0.7521	NPC478016
Intermediate Similarity	0.7521	NPC478014
Intermediate Similarity	0.75	NPC237420
Intermediate Similarity	0.75	NPC470546
Intermediate Similarity	0.7456	NPC33742
Intermediate Similarity	0.7456	NPC118202
Intermediate Similarity	0.7436	NPC283760
Intermediate Similarity	0.7429	NPC33168
Intermediate Similarity	0.7423	NPC14326
Intermediate Similarity	0.7411	NPC474149
Intermediate Similarity	0.7407	NPC202613
Intermediate Similarity	0.7407	NPC471310
Intermediate Similarity	0.74	NPC473031
Intermediate Similarity	0.7391	NPC188010
Intermediate Similarity	0.7374	NPC3210
Intermediate Similarity	0.7373	NPC80150
Intermediate Similarity	0.7373	NPC45777
Intermediate Similarity	0.7373	NPC477061
Intermediate Similarity	0.7373	NPC476990
Intermediate Similarity	0.7333	NPC35996
Intermediate Similarity	0.7311	NPC202521
Intermediate Similarity	0.73	NPC203076
Intermediate Similarity	0.7265	NPC311737
Intermediate Similarity	0.7265	NPC38458
Intermediate Similarity	0.725	NPC252878
Intermediate Similarity	0.7227	NPC190663
Intermediate Similarity	0.7217	NPC474544
Intermediate Similarity	0.7217	NPC1986
Intermediate Similarity	0.7216	NPC192623
Intermediate Similarity	0.7213	NPC47667
Intermediate Similarity	0.7213	NPC101719
Intermediate Similarity	0.7207	NPC191215
Intermediate Similarity	0.7207	NPC231705
Intermediate Similarity	0.7207	NPC274089
Intermediate Similarity	0.719	NPC6975
Intermediate Similarity	0.719	NPC46427
Intermediate Similarity	0.7179	NPC82963
Intermediate Similarity	0.7168	NPC258056
Intermediate Similarity	0.7167	NPC71684
Intermediate Similarity	0.7154	NPC278097
Intermediate Similarity	0.7143	NPC476483
Intermediate Similarity	0.7143	NPC246913
Intermediate Similarity	0.7131	NPC222466
Intermediate Similarity	0.713	NPC273814
Intermediate Similarity	0.7107	NPC160493
Intermediate Similarity	0.7083	NPC200964
Intermediate Similarity	0.7073	NPC472414
Intermediate Similarity	0.7064	NPC214200
Intermediate Similarity	0.7064	NPC228400
Intermediate Similarity	0.7059	NPC198747
Intermediate Similarity	0.7049	NPC472415
Intermediate Similarity	0.7048	NPC265521
Intermediate Similarity	0.7048	NPC323164
Intermediate Similarity	0.704	NPC295478
Intermediate Similarity	0.7034	NPC239357
Intermediate Similarity	0.7016	NPC477937
Intermediate Similarity	0.7009	NPC205652
Intermediate Similarity	0.7009	NPC470550
Intermediate Similarity	0.7	NPC318154
Intermediate Similarity	0.7	NPC477770
Remote Similarity	0.6992	NPC22746
Remote Similarity	0.6991	NPC142297
Remote Similarity	0.6967	NPC474862
Remote Similarity	0.696	NPC319766
Remote Similarity	0.6944	NPC293628
Remote Similarity	0.6944	NPC324569
Remote Similarity	0.6944	NPC122493
Remote Similarity	0.6944	NPC10781
Remote Similarity	0.6937	NPC178902
Remote Similarity	0.6935	NPC4974
Remote Similarity	0.6905	NPC473322
Remote Similarity	0.6905	NPC71271
Remote Similarity	0.6881	NPC322598
Remote Similarity	0.6881	NPC290515
Remote Similarity	0.6881	NPC226096
Remote Similarity	0.6881	NPC164514
Remote Similarity	0.6881	NPC303611
Remote Similarity	0.6881	NPC108606
Remote Similarity	0.6875	NPC42423
Remote Similarity	0.6864	NPC471318
Remote Similarity	0.6852	NPC3371
Remote Similarity	0.685	NPC300315
Remote Similarity	0.685	NPC478147
Remote Similarity	0.6837	NPC224544
Remote Similarity	0.6829	NPC109151
Remote Similarity	0.6814	NPC67043
Remote Similarity	0.6803	NPC476183
Remote Similarity	0.6797	NPC130309
Remote Similarity	0.6797	NPC255447
Remote Similarity	0.6797	NPC183722
Remote Similarity	0.6783	NPC96224
Remote Similarity	0.6783	NPC24101
Remote Similarity	0.6772	NPC472413
Remote Similarity	0.6772	NPC111428
Remote Similarity	0.6772	NPC296712
Remote Similarity	0.6772	NPC116057
Remote Similarity	0.6769	NPC64897
Remote Similarity	0.6769	NPC228511
Remote Similarity	0.6769	NPC90693
Remote Similarity	0.6754	NPC130898
Remote Similarity	0.6754	NPC474973
Remote Similarity	0.6754	NPC474804
Remote Similarity	0.675	NPC14672
Remote Similarity	0.675	NPC285926
Remote Similarity	0.675	NPC315276
Remote Similarity	0.6748	NPC476184
Remote Similarity	0.6748	NPC476281
Remote Similarity	0.6744	NPC246079
Remote Similarity	0.6744	NPC326966
Remote Similarity	0.6726	NPC147000
Remote Similarity	0.6726	NPC304761
Remote Similarity	0.6726	NPC150254
Remote Similarity	0.6726	NPC226778
Remote Similarity	0.6724	NPC292758
Remote Similarity	0.6724	NPC65855
Remote Similarity	0.6721	NPC268572
Remote Similarity	0.6721	NPC319950
Remote Similarity	0.6718	NPC113325
Remote Similarity	0.6718	NPC279045
Remote Similarity	0.6701	NPC189371
Remote Similarity	0.6692	NPC244866
Remote Similarity	0.6692	NPC287401
Remote Similarity	0.6667	NPC244738
Remote Similarity	0.6667	NPC471308
Remote Similarity	0.6667	NPC143516
Remote Similarity	0.6667	NPC208725
Remote Similarity	0.6667	NPC289330
Remote Similarity	0.6667	NPC235421
Remote Similarity	0.6667	NPC160120
Remote Similarity	0.6667	NPC175870
Remote Similarity	0.6667	NPC17388
Remote Similarity	0.6667	NPC53596
Remote Similarity	0.6641	NPC132847
Remote Similarity	0.664	NPC476278
Remote Similarity	0.664	NPC471314
Remote Similarity	0.664	NPC471315
Remote Similarity	0.6638	NPC153690
Remote Similarity	0.6637	NPC178681
Remote Similarity	0.6635	NPC474211
Remote Similarity	0.6634	NPC231986
Remote Similarity	0.6615	NPC325479
Remote Similarity	0.6606	NPC215351
Remote Similarity	0.6606	NPC20142
Remote Similarity	0.6598	NPC122327
Remote Similarity	0.6598	NPC112609
Remote Similarity	0.6598	NPC113000
Remote Similarity	0.6593	NPC316202
Remote Similarity	0.6591	NPC314835
Remote Similarity	0.6589	NPC325651
Remote Similarity	0.6589	NPC200589
Remote Similarity	0.6587	NPC476241

Drug Structure

NPD4760 OpenBabel08211705272D 32 32 0 0 1 0 0 0 0 0999 V2000 6.0622 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 1.7321 0.0000 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 5.1962 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 -0.8660 -1.5000 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 4.3301 2.5000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 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 2.5981 -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 4.3301 1.5000 0.0000 C 0 0 1 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 0.8660 1.5000 0.0000 C 0 0 1 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 5.1962 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 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 H 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 1 5 2 0 0 0 0 2 14 1 0 0 0 0 3 14 1 0 0 0 0 4 22 1 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 10 1 0 0 0 0 8 11 2 0 0 0 0 10 15 2 0 0 0 0 11 15 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 16 9 1 6 0 0 0 16 17 1 0 0 0 0 16 20 1 0 0 0 0 17 12 1 1 0 0 0 17 19 1 0 0 0 0 18 13 1 1 0 0 0 18 21 1 0 0 0 0 18 23 1 0 0 0 0 19 23 2 3 0 0 0 19 25 1 0 0 0 0 20 24 2 3 0 0 0 20 26 1 0 0 0 0 21 22 2 3 0 0 0 21 27 1 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 27 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003908
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9908389
ChEBI
CAS Number

Drug Properties

Molecular Weight	389.23
ALogP	0.426
MLogP	3
XLogP	6.054
HDA	5
HBD	4
Rotatable Bonds	18
TPSA	118
RO5 Violation	2