NPASS drugs

Drug Information

Drug ID:	NPD5444
Drug Name:	CZ-48
Molecular Formula:	C23H20N2O5
Canonical SMILES:	CCC(=O)O[C@]1(CC)C(=O)OCc2c1cc1c3nc4ccccc4cc3Cn1c2=O
Standard InCHI:	InChI=1S/C23H20N2O5/c1-3-19(26)30-23(4-2)16-10-18-20-14(9-13-7-5-6-8-17(13)24-20)11-25(18)21(27)15(16)12-29-22(23)28/h5-10H,3-4,11-12H2,1-2H3/t23-/m0/s1
Standard InCHIKey:	YCNIQYLWIPCLNY-QHCPKHFHSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5444

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	214
0.1-0.2	1417
0.2-0.3	7014
0.3-0.4	14094
0.4-0.5	4804
0.5-0.6	1990
0.6-0.7	1243
0.7-0.8	101
0.8-0.85	3
0.85-0.9	3
0.9-0.95	5
0.95-1	2

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	1.0	NPC311858
High Similarity	0.9647	NPC129909
High Similarity	0.9458	NPC14325
High Similarity	0.9458	NPC28848
High Similarity	0.9302	NPC61435
High Similarity	0.9266	NPC192674
High Similarity	0.9181	NPC470003
High Similarity	0.8632	NPC74562
High Similarity	0.8632	NPC151781
High Similarity	0.8632	NPC316181
Intermediate Similarity	0.8367	NPC128115
Intermediate Similarity	0.8171	NPC65080
Intermediate Similarity	0.8041	NPC477548
Intermediate Similarity	0.7746	NPC281094
Intermediate Similarity	0.7679	NPC238499
Intermediate Similarity	0.7617	NPC168911
Intermediate Similarity	0.7604	NPC245916
Intermediate Similarity	0.7568	NPC24864
Intermediate Similarity	0.7514	NPC12649
Intermediate Similarity	0.7461	NPC19692
Intermediate Similarity	0.7461	NPC220151
Intermediate Similarity	0.746	NPC66210
Intermediate Similarity	0.7459	NPC470509
Intermediate Similarity	0.7457	NPC478186
Intermediate Similarity	0.7448	NPC55493
Intermediate Similarity	0.7444	NPC478182
Intermediate Similarity	0.7437	NPC277350
Intermediate Similarity	0.7436	NPC239954
Intermediate Similarity	0.7427	NPC277157
Intermediate Similarity	0.7409	NPC198673
Intermediate Similarity	0.7407	NPC472107
Intermediate Similarity	0.7407	NPC79062
Intermediate Similarity	0.7399	NPC470440
Intermediate Similarity	0.7394	NPC472104
Intermediate Similarity	0.7389	NPC194881
Intermediate Similarity	0.7382	NPC63199
Intermediate Similarity	0.7382	NPC102338
Intermediate Similarity	0.7382	NPC111602
Intermediate Similarity	0.7382	NPC196251
Intermediate Similarity	0.736	NPC312870
Intermediate Similarity	0.736	NPC254240
Intermediate Similarity	0.736	NPC199851
Intermediate Similarity	0.736	NPC294909
Intermediate Similarity	0.736	NPC128265
Intermediate Similarity	0.7354	NPC258480
Intermediate Similarity	0.7354	NPC472119
Intermediate Similarity	0.7347	NPC212213
Intermediate Similarity	0.7306	NPC472097
Intermediate Similarity	0.7282	NPC57994
Intermediate Similarity	0.7282	NPC289299
Intermediate Similarity	0.7278	NPC293487
Intermediate Similarity	0.7268	NPC472113
Intermediate Similarity	0.7253	NPC478184
Intermediate Similarity	0.7253	NPC8104
Intermediate Similarity	0.7245	NPC102592
Intermediate Similarity	0.7245	NPC79356
Intermediate Similarity	0.724	NPC472323
Intermediate Similarity	0.7233	NPC477979
Intermediate Similarity	0.7228	NPC474905
Intermediate Similarity	0.7222	NPC241024
Intermediate Similarity	0.7211	NPC143533
Intermediate Similarity	0.7204	NPC161861
Intermediate Similarity	0.7202	NPC175474
Intermediate Similarity	0.72	NPC123019
Intermediate Similarity	0.72	NPC295898
Intermediate Similarity	0.7196	NPC73994
Intermediate Similarity	0.7186	NPC214428
Intermediate Similarity	0.7184	NPC20144
Intermediate Similarity	0.7181	NPC326575
Intermediate Similarity	0.7181	NPC234987
Intermediate Similarity	0.7178	NPC238457
Intermediate Similarity	0.7174	NPC478183
Intermediate Similarity	0.7173	NPC21429
Intermediate Similarity	0.7165	NPC314333
Intermediate Similarity	0.7165	NPC472112
Intermediate Similarity	0.7143	NPC81229
Intermediate Similarity	0.7143	NPC255229
Intermediate Similarity	0.7135	NPC133003
Intermediate Similarity	0.7128	NPC84347
Intermediate Similarity	0.7128	NPC24594
Intermediate Similarity	0.7128	NPC472122
Intermediate Similarity	0.711	NPC104483
Intermediate Similarity	0.7105	NPC15840
Intermediate Similarity	0.7104	NPC478185
Intermediate Similarity	0.7098	NPC17273
Intermediate Similarity	0.7098	NPC141612
Intermediate Similarity	0.7098	NPC478077
Intermediate Similarity	0.7098	NPC135601
Intermediate Similarity	0.7097	NPC91895
Intermediate Similarity	0.7097	NPC32534
Intermediate Similarity	0.7085	NPC52557
Intermediate Similarity	0.7079	NPC476115
Intermediate Similarity	0.7071	NPC472116
Intermediate Similarity	0.7065	NPC471944
Intermediate Similarity	0.7065	NPC21174
Intermediate Similarity	0.7065	NPC271797
Intermediate Similarity	0.7053	NPC264176
Intermediate Similarity	0.705	NPC81535
Intermediate Similarity	0.7048	NPC82070
Intermediate Similarity	0.7047	NPC280290
Intermediate Similarity	0.7033	NPC299594
Intermediate Similarity	0.7031	NPC470205
Intermediate Similarity	0.7016	NPC187827
Intermediate Similarity	0.7016	NPC91179
Intermediate Similarity	0.7016	NPC61011
Intermediate Similarity	0.7016	NPC472105
Intermediate Similarity	0.7015	NPC81654
Intermediate Similarity	0.7015	NPC249150
Intermediate Similarity	0.7015	NPC79129
Intermediate Similarity	0.7015	NPC313985
Intermediate Similarity	0.7015	NPC49196
Intermediate Similarity	0.7015	NPC195461
Intermediate Similarity	0.7014	NPC52254
Intermediate Similarity	0.7	NPC83774
Remote Similarity	0.6995	NPC46895
Remote Similarity	0.699	NPC329858
Remote Similarity	0.6984	NPC469938
Remote Similarity	0.6981	NPC472099
Remote Similarity	0.6979	NPC113626
Remote Similarity	0.6971	NPC472098
Remote Similarity	0.6971	NPC235900
Remote Similarity	0.6967	NPC174788
Remote Similarity	0.6963	NPC133261
Remote Similarity	0.6954	NPC473763
Remote Similarity	0.6954	NPC117244
Remote Similarity	0.6952	NPC148183
Remote Similarity	0.6952	NPC152768
Remote Similarity	0.695	NPC469736
Remote Similarity	0.6946	NPC162730
Remote Similarity	0.6944	NPC243756
Remote Similarity	0.6943	NPC139291
Remote Similarity	0.6943	NPC472109
Remote Similarity	0.6943	NPC472110
Remote Similarity	0.6943	NPC472435
Remote Similarity	0.6943	NPC472108
Remote Similarity	0.6942	NPC287208
Remote Similarity	0.6938	NPC234078
Remote Similarity	0.6938	NPC221100
Remote Similarity	0.6935	NPC474121
Remote Similarity	0.6927	NPC469896
Remote Similarity	0.6923	NPC471458
Remote Similarity	0.6919	NPC472292
Remote Similarity	0.6916	NPC155444
Remote Similarity	0.6915	NPC50503
Remote Similarity	0.6911	NPC211997
Remote Similarity	0.6908	NPC174758
Remote Similarity	0.6908	NPC174672
Remote Similarity	0.6907	NPC228835
Remote Similarity	0.6905	NPC471284
Remote Similarity	0.6904	NPC324091
Remote Similarity	0.69	NPC472293
Remote Similarity	0.6898	NPC114637
Remote Similarity	0.6898	NPC56233
Remote Similarity	0.6895	NPC469529
Remote Similarity	0.6893	NPC243850
Remote Similarity	0.6892	NPC470785
Remote Similarity	0.689	NPC318299
Remote Similarity	0.6884	NPC247735
Remote Similarity	0.6884	NPC269886
Remote Similarity	0.6884	NPC81802
Remote Similarity	0.6884	NPC472295
Remote Similarity	0.6884	NPC472210
Remote Similarity	0.6884	NPC475271
Remote Similarity	0.6882	NPC271734
Remote Similarity	0.6881	NPC472296
Remote Similarity	0.6881	NPC472297
Remote Similarity	0.6879	NPC198988
Remote Similarity	0.6875	NPC11126
Remote Similarity	0.6872	NPC282103
Remote Similarity	0.6872	NPC476114
Remote Similarity	0.6863	NPC474116
Remote Similarity	0.686	NPC82548
Remote Similarity	0.6859	NPC134586
Remote Similarity	0.6857	NPC317752
Remote Similarity	0.6856	NPC469358
Remote Similarity	0.6853	NPC472436
Remote Similarity	0.6853	NPC46413
Remote Similarity	0.6852	NPC21638
Remote Similarity	0.6847	NPC121327
Remote Similarity	0.6847	NPC184680
Remote Similarity	0.6847	NPC470497
Remote Similarity	0.6845	NPC313345
Remote Similarity	0.6845	NPC313796
Remote Similarity	0.6845	NPC315638
Remote Similarity	0.6845	NPC314855
Remote Similarity	0.6842	NPC472123
Remote Similarity	0.684	NPC96131
Remote Similarity	0.6835	NPC471762
Remote Similarity	0.6835	NPC66777
Remote Similarity	0.6832	NPC470499
Remote Similarity	0.6832	NPC149708
Remote Similarity	0.6832	NPC474916
Remote Similarity	0.6832	NPC102008
Remote Similarity	0.6831	NPC470507
Remote Similarity	0.6818	NPC88097
Remote Similarity	0.6816	NPC470784
Remote Similarity	0.6816	NPC474183
Remote Similarity	0.6813	NPC122106
Remote Similarity	0.6812	NPC314297
Remote Similarity	0.6812	NPC315545

Drug Structure

NPD5444 OpenBabel08211708292D 30 34 0 0 1 0 0 0 0 0999 V2000 -2.3582 4.0864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3586 2.3298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8513 3.2080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3444 2.3296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3753 0.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3751 0.9690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5377 -0.4822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5373 1.4525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8628 -0.4822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5123 1.4512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1880 -0.4826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8378 -0.4835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6999 0.0013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0251 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6754 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6752 0.9676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6997 0.9686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3500 0.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8371 3.2078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0249 0.9683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5127 -0.4829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8374 1.4511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.8624 1.4519 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3502 0.0007 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3298 4.0860 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5129 -1.4829 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8786 1.4742 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3301 2.3294 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 19 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 13 2 0 0 0 0 8 17 2 0 0 0 0 9 13 1 0 0 0 0 9 14 2 0 0 0 0 10 16 1 0 0 0 0 10 18 2 0 0 0 0 11 14 1 0 0 0 0 11 25 1 0 0 0 0 12 15 1 0 0 0 0 12 29 1 0 0 0 0 13 17 1 0 0 0 0 14 20 1 0 0 0 0 15 16 2 0 0 0 0 15 21 1 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 18 20 1 0 0 0 0 18 25 1 0 0 0 0 19 26 2 0 0 0 0 19 30 1 0 0 0 0 20 24 2 0 0 0 0 21 25 1 0 0 0 0 21 27 2 0 0 0 0 22 23 1 0 0 0 0 22 28 2 0 0 0 0 22 29 1 0 0 0 0 23 4 1 1 0 0 0 23 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012502
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	404.14
ALogP	-1.1317
MLogP	3.22
XLogP	2.697
HDA	7
HBD	0
Rotatable Bonds	6
TPSA	85.8
RO5 Violation	0