NPASS drugs

Drug Information

Drug ID:	NPD4652
Drug Name:
Molecular Formula:	C21H27N5O7S
Canonical SMILES:	CN=C(C[C@H](C(=N[C@H](c1ccc(cc1)O)C(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)O)O)N)O
Standard InCHI:	InChI=1S/C21H27N5O7S/c1-21(2)15(20(32)33)26-18(31)14(19(26)34-21)25-17(30)13(9-4-6-10(27)7-5-9)24-16(29)11(22)8-12(28)23-3/h4-7,11,13-15,19,27H,8,22H2,1-3H3,(H,23,28)(H,24,29)(H,25,30)(H,32,33)/t11-,13-,14-,15+,19-/m1/s1
Standard InCHIKey:	BHELIUBJHYAEDK-OAIUPTLZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4652

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	150
0.1-0.2	1197
0.2-0.3	7711
0.3-0.4	5395
0.4-0.5	13006
0.5-0.6	2885
0.6-0.7	437
0.7-0.8	104
0.8-0.85	3
0.85-0.9	1
0.9-0.95	1
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	0.9062	NPC315388
High Similarity	0.8562	NPC468984
Intermediate Similarity	0.8333	NPC323336
Intermediate Similarity	0.8333	NPC326349
Intermediate Similarity	0.8125	NPC13470
Intermediate Similarity	0.7929	NPC61004
Intermediate Similarity	0.7886	NPC153554
Intermediate Similarity	0.7758	NPC56685
Intermediate Similarity	0.774	NPC477637
Intermediate Similarity	0.7688	NPC476989
Intermediate Similarity	0.7669	NPC16188
Intermediate Similarity	0.7669	NPC83790
Intermediate Similarity	0.7669	NPC128237
Intermediate Similarity	0.7665	NPC473580
Intermediate Similarity	0.7661	NPC63931
Intermediate Similarity	0.763	NPC129486
Intermediate Similarity	0.7588	NPC469243
Intermediate Similarity	0.7586	NPC475204
Intermediate Similarity	0.7586	NPC475123
Intermediate Similarity	0.7572	NPC328649
Intermediate Similarity	0.7562	NPC313694
Intermediate Similarity	0.7562	NPC242159
Intermediate Similarity	0.756	NPC244509
Intermediate Similarity	0.756	NPC476268
Intermediate Similarity	0.7545	NPC262166
Intermediate Similarity	0.7545	NPC5194
Intermediate Similarity	0.7545	NPC261934
Intermediate Similarity	0.7544	NPC241794
Intermediate Similarity	0.753	NPC473491
Intermediate Similarity	0.7527	NPC329731
Intermediate Similarity	0.75	NPC475532
Intermediate Similarity	0.75	NPC81026
Intermediate Similarity	0.7485	NPC475544
Intermediate Similarity	0.7485	NPC233702
Intermediate Similarity	0.7473	NPC477632
Intermediate Similarity	0.7473	NPC477638
Intermediate Similarity	0.7458	NPC165285
Intermediate Similarity	0.7458	NPC471165
Intermediate Similarity	0.7457	NPC223207
Intermediate Similarity	0.7446	NPC477636
Intermediate Similarity	0.7443	NPC89831
Intermediate Similarity	0.744	NPC202198
Intermediate Similarity	0.7439	NPC266741
Intermediate Similarity	0.7432	NPC4910
Intermediate Similarity	0.7427	NPC244336
Intermediate Similarity	0.7414	NPC290755
Intermediate Similarity	0.7414	NPC304074
Intermediate Similarity	0.7414	NPC471771
Intermediate Similarity	0.7386	NPC198254
Intermediate Similarity	0.7386	NPC46009
Intermediate Similarity	0.7386	NPC274198
Intermediate Similarity	0.738	NPC59827
Intermediate Similarity	0.738	NPC184933
Intermediate Similarity	0.7366	NPC477631
Intermediate Similarity	0.736	NPC17698
Intermediate Similarity	0.7358	NPC326966
Intermediate Similarity	0.7333	NPC322878
Intermediate Similarity	0.7288	NPC276506
Intermediate Similarity	0.7288	NPC40234
Intermediate Similarity	0.7282	NPC478005
Intermediate Similarity	0.7273	NPC209463
Intermediate Similarity	0.7263	NPC477527
Intermediate Similarity	0.7249	NPC477639
Intermediate Similarity	0.7243	NPC94862
Intermediate Similarity	0.7233	NPC325651
Intermediate Similarity	0.7233	NPC300315
Intermediate Similarity	0.7232	NPC280022
Intermediate Similarity	0.7222	NPC196243
Intermediate Similarity	0.7222	NPC50016
Intermediate Similarity	0.7219	NPC477526
Intermediate Similarity	0.7207	NPC137627
Intermediate Similarity	0.7207	NPC248670
Intermediate Similarity	0.7195	NPC48202
Intermediate Similarity	0.7193	NPC39431
Intermediate Similarity	0.7179	NPC246303
Intermediate Similarity	0.7167	NPC476227
Intermediate Similarity	0.7167	NPC26108
Intermediate Similarity	0.7159	NPC472923
Intermediate Similarity	0.7158	NPC329295
Intermediate Similarity	0.7151	NPC328494
Intermediate Similarity	0.7143	NPC478007
Intermediate Similarity	0.7143	NPC97526
Intermediate Similarity	0.7143	NPC119652
Intermediate Similarity	0.7143	NPC311658
Intermediate Similarity	0.7126	NPC471680
Intermediate Similarity	0.7118	NPC324081
Intermediate Similarity	0.7115	NPC27581
Intermediate Similarity	0.7111	NPC273755
Intermediate Similarity	0.7111	NPC306804
Intermediate Similarity	0.7102	NPC133470
Intermediate Similarity	0.7102	NPC191863
Intermediate Similarity	0.7102	NPC289776
Intermediate Similarity	0.7079	NPC294516
Intermediate Similarity	0.7079	NPC141957
Intermediate Similarity	0.7079	NPC302597
Intermediate Similarity	0.7079	NPC107938
Intermediate Similarity	0.7074	NPC61332
Intermediate Similarity	0.7074	NPC240130
Intermediate Similarity	0.7073	NPC109580
Intermediate Similarity	0.7073	NPC478008
Intermediate Similarity	0.7072	NPC158277
Intermediate Similarity	0.7071	NPC145178
Intermediate Similarity	0.7071	NPC475350
Intermediate Similarity	0.7071	NPC14877
Intermediate Similarity	0.7065	NPC473404
Intermediate Similarity	0.7043	NPC299806
Intermediate Similarity	0.7037	NPC257390
Intermediate Similarity	0.7032	NPC283760
Intermediate Similarity	0.7011	NPC39822
Remote Similarity	0.6965	NPC251036
Remote Similarity	0.6961	NPC230611
Remote Similarity	0.6957	NPC194671
Remote Similarity	0.6957	NPC269750
Remote Similarity	0.6957	NPC45037
Remote Similarity	0.6944	NPC186617
Remote Similarity	0.6932	NPC287757
Remote Similarity	0.6932	NPC319320
Remote Similarity	0.6931	NPC102959
Remote Similarity	0.6928	NPC89489
Remote Similarity	0.6927	NPC254700
Remote Similarity	0.6923	NPC315266
Remote Similarity	0.6923	NPC319950
Remote Similarity	0.6919	NPC20755
Remote Similarity	0.6914	NPC478147
Remote Similarity	0.6906	NPC473693
Remote Similarity	0.6906	NPC471568
Remote Similarity	0.6899	NPC474862
Remote Similarity	0.6895	NPC60516
Remote Similarity	0.689	NPC208757
Remote Similarity	0.6889	NPC473502
Remote Similarity	0.6886	NPC238412
Remote Similarity	0.6885	NPC473402
Remote Similarity	0.6885	NPC279871
Remote Similarity	0.6885	NPC155506
Remote Similarity	0.6885	NPC136797
Remote Similarity	0.6885	NPC159767
Remote Similarity	0.6885	NPC473354
Remote Similarity	0.6878	NPC96275
Remote Similarity	0.6865	NPC475421
Remote Similarity	0.6851	NPC66490
Remote Similarity	0.6845	NPC197921
Remote Similarity	0.6821	NPC7817
Remote Similarity	0.6821	NPC475168
Remote Similarity	0.6809	NPC302235
Remote Similarity	0.6806	NPC51047
Remote Similarity	0.6805	NPC469360
Remote Similarity	0.6805	NPC91953
Remote Similarity	0.6802	NPC105717
Remote Similarity	0.6791	NPC476321
Remote Similarity	0.6788	NPC302715
Remote Similarity	0.6788	NPC244866
Remote Similarity	0.6778	NPC189116
Remote Similarity	0.6774	NPC317254
Remote Similarity	0.6772	NPC315542
Remote Similarity	0.677	NPC171372
Remote Similarity	0.6766	NPC6570
Remote Similarity	0.6766	NPC471265
Remote Similarity	0.6766	NPC471264
Remote Similarity	0.6765	NPC314388
Remote Similarity	0.6765	NPC315283
Remote Similarity	0.6755	NPC471526
Remote Similarity	0.6755	NPC167763
Remote Similarity	0.6755	NPC470903
Remote Similarity	0.6755	NPC470112
Remote Similarity	0.6748	NPC296712
Remote Similarity	0.6738	NPC475409
Remote Similarity	0.6738	NPC170302
Remote Similarity	0.6738	NPC475564
Remote Similarity	0.6735	NPC477550
Remote Similarity	0.6735	NPC477552
Remote Similarity	0.6734	NPC75498
Remote Similarity	0.6731	NPC188867
Remote Similarity	0.6731	NPC281686
Remote Similarity	0.6731	NPC106551
Remote Similarity	0.6729	NPC475196
Remote Similarity	0.6725	NPC313867
Remote Similarity	0.6725	NPC316008
Remote Similarity	0.6706	NPC251439
Remote Similarity	0.6705	NPC189908
Remote Similarity	0.6705	NPC470902
Remote Similarity	0.6703	NPC317362
Remote Similarity	0.6703	NPC317725
Remote Similarity	0.6703	NPC326407
Remote Similarity	0.6703	NPC318930
Remote Similarity	0.6701	NPC328763
Remote Similarity	0.6687	NPC142577
Remote Similarity	0.6686	NPC314358
Remote Similarity	0.6667	NPC246591
Remote Similarity	0.6667	NPC283783
Remote Similarity	0.6667	NPC477551
Remote Similarity	0.6648	NPC286551
Remote Similarity	0.6647	NPC269398
Remote Similarity	0.6647	NPC119569
Remote Similarity	0.6647	NPC267237
Remote Similarity	0.6647	NPC263493
Remote Similarity	0.6646	NPC6975
Remote Similarity	0.6632	NPC471048
Remote Similarity	0.6632	NPC294951
Remote Similarity	0.6632	NPC471049
Remote Similarity	0.6632	NPC471050

Drug Structure

NPD4652 OpenBabel08211705262D 41 43 0 0 1 0 0 0 0 0999 V2000 -3.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4049 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3652 -3.2414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8284 -3.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1554 -3.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5696 -4.7944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8966 -4.3461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7262 -3.0520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1213 -3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6037 -5.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0191 -2.3449 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.6921 -2.7932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3801 -2.1554 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9511 0.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0532 -2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6730 -1.4483 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 -1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2779 -1.3789 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.3992 -3.5003 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3461 -1.8966 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3449 -6.0191 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9509 -1.8272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7944 -3.5696 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 -0.4824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2382 1.4680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5909 2.0032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9511 -1.3090 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 6.2438 -1.1201 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5708 -0.6718 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3789 -6.2779 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9169 -1.5684 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5015 -4.2767 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6128 1.7953 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 23 1 0 0 0 0 4 6 1 0 0 0 0 4 9 2 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 10 1 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 27 1 0 0 0 0 11 8 1 6 0 0 0 11 16 1 0 0 0 0 11 22 1 0 0 0 0 12 23 2 3 0 0 0 12 28 1 0 0 0 0 13 17 1 6 0 0 0 13 24 1 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 14 25 1 1 0 0 0 15 20 1 6 0 0 0 15 21 1 0 0 0 0 15 26 1 0 0 0 0 16 24 2 3 0 0 0 16 29 1 0 0 0 0 17 25 2 3 0 0 0 17 30 1 0 0 0 0 18 26 1 0 0 0 0 18 31 2 0 0 0 0 19 26 1 0 0 0 0 19 34 1 1 0 0 0 20 32 2 0 0 0 0 20 33 1 0 0 0 0 21 34 1 0 0 0 0 22 35 1 0 0 0 0 22 36 1 0 0 0 0 27 37 1 0 0 0 0 28 38 1 0 0 0 0 29 39 1 0 0 0 0 30 40 1 0 0 0 0 33 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001511
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71961
ChEBI
CAS Number

Drug Properties

Molecular Weight	493.16
ALogP	-1.8403
MLogP	2.34
XLogP	-2.772
HDA	11
HBD	6
Rotatable Bonds	17
TPSA	226.93
RO5 Violation	2