NPASS drugs

Drug Information

Drug ID:	NPD5654
Drug Name:	Chlormadinone Acetate
Molecular Formula:	C23H29ClO4
Canonical SMILES:	O=C1CC[C@]2(C(=C1)C(=C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(OC(=O)C)C(=O)C)C)Cl)C
Standard InCHI:	"InChI=1S/C23H29ClO4/c1-13(25)23(28-14(2)26)10-7-18-16-12-20(24)19-11-15(27)5-8-21(19,3)17(16)6-9-22(18,23)4/h11-12,16-18H,5-10H2,1-4H3/t16-,17+,18+,21-,22+,23+/m1/s1"
Standard InCHIKey:	QMBJSIBWORFWQT-DFXBJWIESA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5654

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	89514
0.1-0.2	117953
0.2-0.3	4090
0.3-0.4	179
0.4-0.5	2
0.5-0.6	2
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.5806	NPC317959
Remote Similarity	0.5806	NPC600298

Drug Structure

NPD5654 OpenBabel08211708292D 28 31 0 0 1 0 0 0 0 0999 V2000 0.9242 1.2728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4892 0.8354 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3715 -0.9362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8427 0.5222 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0562 -1.9443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5285 -0.4858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8412 -1.4594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2138 -1.4579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6856 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8415 -0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2144 -3.4042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6864 -2.9184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9722 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7665 0.1851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0565 -2.9174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6862 -1.9452 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5288 -1.4584 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8432 -1.4589 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3720 -2.9179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5294 -3.4047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3718 -1.9447 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8429 -0.4863 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5297 -4.4088 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.7229 1.6224 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9684 -0.7658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9263 -3.4191 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8421 0.4858 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 4 22 1 0 0 0 0 5 8 1 0 0 0 0 5 15 1 0 0 0 0 6 9 1 0 0 0 0 6 17 1 0 0 0 0 7 10 1 0 0 0 0 7 18 1 0 0 0 0 8 21 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 15 1 0 0 0 0 11 19 2 0 0 0 0 12 20 2 0 0 0 0 13 25 2 0 0 0 0 14 26 2 0 0 0 0 14 28 1 0 0 0 0 15 27 2 0 0 0 0 16 12 1 1 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 21 1 6 0 0 0 18 22 1 6 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 24 1 0 0 0 0 21 3 1 6 0 0 0 22 23 1 1 0 0 0 23 13 1 6 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	404.18
ALogP	1.4861
MLogP	3.44
XLogP	3.39
HDA	4
HBD	0
Rotatable Bonds	8
TPSA	60.44
RO5 Violation	0